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[ CAS No. 66521-66-2 ] {[proInfo.proName]}

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Chemical Structure| 66521-66-2
Chemical Structure| 66521-66-2
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Product Details of [ 66521-66-2 ]

CAS No. :66521-66-2 MDL No. :MFCD01317832
Formula : C9H8N4 Boiling Point : No data available
Linear Structure Formula :- InChI Key :LQHQKYWYKPLKCH-UHFFFAOYSA-N
M.W : 172.19 Pubchem ID :12450582
Synonyms :
Chemical Name :4-(Pyridin-3-yl)pyrimidin-2-amine

Calculated chemistry of [ 66521-66-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 49.67
TPSA : 64.69 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -7.03 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.25
Log Po/w (XLOGP3) : 0.45
Log Po/w (WLOGP) : 1.13
Log Po/w (MLOGP) : -0.04
Log Po/w (SILICOS-IT) : 1.25
Consensus Log Po/w : 0.81

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.81
Solubility : 2.68 mg/ml ; 0.0156 mol/l
Class : Very soluble
Log S (Ali) : -1.38
Solubility : 7.23 mg/ml ; 0.042 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.43
Solubility : 0.0635 mg/ml ; 0.000369 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.03

Safety of [ 66521-66-2 ]

Signal Word:Warning Class:
Precautionary Statements:P280 UN#:
Hazard Statements:H302-H312-H332 Packing Group:
GHS Pictogram:

Applications of [ 66521-66-2 ]

4-(3-Pyridinyl)-2-aminopyrimidine (CAS: 66521-66-2) can be used in the preparation of Nilotinib (AMN-107) (CAS: 641571-10-0). Nilotinib, also known as AMN107, is a tyrosine kinase inhibitor.

Application In Synthesis of [ 66521-66-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 66521-66-2 ]

[ 66521-66-2 ] Synthesis Path-Downstream   1~20

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  • [ 926922-18-1 ]
  • [ 66521-66-2 ]
  • [ 641571-10-0 ]
  • 4
  • [ 7745-93-9 ]
  • [ 66521-66-2 ]
  • [ 152460-09-8 ]
YieldReaction ConditionsOperation in experiment
79% With copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 120℃; for 0.5h;Microwave irradiation; The mixture of 4-(Pyridin-3-yl) pyrimidin-2- amine (0.378 g,2.2 mmol), copper iodide (0.5 mmol) and anhydrous K2CO3(4 mmol), Dioxane (5 mL), 2-bromo-1-methyl-4- nitrobenzene(2 mmol), and DMEDA (0.5 mmol) was irradiated in the microwave synthesizer and heated at 120 C for 30 min. After completion of the reaction, ammonium hydroxide and brine solution was added andthen extracted with ethyl acetate. The organic layer was dried overanhydrous sodium sulphate, the solvent was evaporated in buchirotary evaporator and the resulting solid was dried under vacuum.The crude was purified by using silica gel column chromatographyusing ethyl acetate: chloroform (50:50) to yield 0.498 g (79.0percent) ofthe imatinib intermediate compound as yellowish powder. Melting point194-196 °C. ES-MS (M1) found (m/z): 308.1. 1H NMR (DMSOd6):2.49(S, 3H); 7.32-7.37 (m, 1H); 7.40-7.48 (m, 1H); 7.49e7.51(m, 1H); 7.85-7.88 (m, 1H); 8.02 (m, 1H); 8.48-8.51 (m, 1H);8.57-8.59 (m, 1H); 9.20(S, 1H); 9.29 (S, 1H).
60% With copper(l) iodide; potassium carbonate; potassium iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 110℃; for 24h;Inert atmosphere; Schlenk technique; 4-(Pyridine-3-yl) pyridine-2-amine (8.60 g, 0.05 mol), CuI (2.39 g, 0.0125 mmol), anhydrous K2CO3 (14.0 g, 0.1 mol), KI (2.08 g, 0.0125 mol) were added to a Schlenk-type three-neck flask fitted with a thermometer, magnetic stirbar, and septum. The flask was evacuated and back filled with N2 three times. Dioxane (250 mL) and 2-bromo-4-nitrotoluene (9.82 g, 0.045 mol) were added to the flask. Finally, N,N'-dimethylethylenediamine (1.10 g, 0.0125 mol) was added by syringe at room temperature with stirring. The reaction mixture was stirred at 110° C. under N2 for 24 hours and then cooled to room temperature. Ammonia (30percent, 100 mL) and saturated NaCl (400 mL), were added to the reaction mixture which was then extracted with ethyl acetate (500 mL*3). The organic phase was dried over Na2SO4 and a yellow solid was obtained after the solvent was removed under reduced pressure. The crude product was purified by column chromatography (biotage: DMC/Methanol, 1-8percent, 20 CV). The desired product was obtained as a yellow solid (8.3 g, yield: 60percent); 1H NMR (500 MHz, CDCl3) delta 2.49 (s, 3H), 7.36 (m, 1H), 7.15 (br., 1H), 7.35 (d, 1H), 7.38 (d, 1H), 7.52 (m, 1H), 7.88 (d, 1H), 8.55 (d, 1H), 8.60 (d, 1H), 8.76 (d, 1H), 9.28 (s, 1H), 9.50 (s, 1H). LC-MS (m/z) calculated, 307.3, found, 308.3 [M+H]+.
With potassium tert-butylate; In dimethyl sulfoxide; at 120℃; for 12h; 2-bromo-1-methyl-4-nitrobenzene(0.63 g, 2.9 mmol), <strong>[66521-66-2]4-(pyridin-3-yl)pyrimidin-2-amine</strong> (1) (0.60 g, 3.5 mmol), and KOtBu(0.49 g, 4.40 mmol) was added flask containing PS-CuO (57.5 mg, 20 wtpercent of CuOin PS, 0.145 mmol based on Cu) in 15 mL DMSO. The resulting mixture was heatedto 120oC and stirred for 12 h. Aftercooling, the mixture was poured into EtOAc (20.0 mL) and washed with water (2 × 10.0 mL).The organic layer was separated and dried over MgSO4, and thenevaporated under reduced pressure. The resulting mixture was reacted with stannouschloride (1.64 g, 8.70 mmol) and 1.64 mL of Con. HCl in MeOH (10 mL) at at 50 oCfor 8 h. After completion the reaction mixture was poured into crushed ice followedby basification with sodium bicarbonate. The layer was separated and dried overanhydrous MgSO4, evaporated under reduced pressure to afford the crudeproduct which was purified by using column chromatography(hexane : EtOAc = 4:1) obtainedas yellow solid 67percent (0.54 g, 1.95 mmol).1HNMR (300 MHz, CDCl3) delta 9.25 (dd, J= 1.5 Hz, 1H), 8.71 (dd, J1= 3.3 Hz, J2 = 1.5 Hz,1H), 8.48 (d, J = 5.1 Hz, 1H), 8.35-8.31(m, 1H), 7.59 (d, J = 2.1 Hz,? 1H), 7.43 ? 7.38 (m, 1H), 7.12 (d, J = 5.4Hz,1H) 7.03(bs, 1H), 6.98 (d, J = 8.1 Hz, 1H), 6.41 (dd, , J1 = 5.7 Hz, J2= 2.4 Hz, 1H), 3.59(bs, 2H), 2.24(s, 3H). 13C NMR (75 MHz, CDCl3): delta 162.5, 160.7, 159.0, 151.4, 148.5, 145.1,137.9, 134.4, 132.7, 131.0, 123.5, 118.1, 110.6, 108.4, 108.0 HRMS(ESI) calcd. for C16H16N5 [M+H]+ 278.1406, found 278.1400.
  • 7
  • [ 583-70-0 ]
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  • N-(2,4-dimethylphenyl)-4-(pyridin-3-yl)pyrimidin-2-amine [ No CAS ]
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  • [ 50-01-1 ]
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  • [ 593-85-1 ]
  • [ 55314-16-4 ]
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YieldReaction ConditionsOperation in experiment
66% With sodium hydroxide; In butan-1-ol; at 120℃; for 2h; NaOH (0.78 g, 19.5 mmol) was added to a mixture of 3-(dimethylamino)-l-(pyridin-3- yl)prop-2-en-l-one (3.52 g, 20.0 mmol) and guanidine carbonate (1.80 g) in n-butanol (20 mL). The mixture was heated at 1200C for 2 h. After cooling, the precipitates formed was collected by filtration and dried under vacuum to afford the desired product (2.3g, 66percent). LCMS: (M+H)+= 173.2.
In iso-butanol; for 24h;Heating / reflux; 4-Pyridin-3 - yl-pyrimidin-2- ylamine (7)[0042] A mixture of 3-acetylpyridine (20.72 g, 171.0 mmol) and N, N-dimethylformamide dimethyl acetal (60 mL, 450 mmol) is heated at 110 0C. After reaction overnight, the reaction mixture is cooled to room temperature and concentrated. Ethyl ether (20 mL) and hexanes (60 <n="17"/>P A T E N TGNF Docket No.: P1286PC10mL) are added to the residue. The resulting solid is collected by filtration, washed with hexanes, and dried to afford 3-dimethylamino-l-pyridin-3-yl-propenone which is used for next reaction without further purification. A mixture of 3-dimethylamino-l-pyridin-3-yl-propenone (17.6 g, 100 mmol) and guanidine carbonate (10.8 g, 60.0 mmol) in 2-butanol (100 mL) is heated at reflux. After 24 hours, the reaction mixture is cooled to room temperature and concentrated. The residue is triturated in water (50 mL). The solid is collected by filtration, washed with water and dried to afford the desired product 4-pyridin-3-yl-pyrimidin-2-ylamine as a white solid. C29H31N7O Exact MS: 172.07. Found MS m/z 173.1 (M+l). 1H NMR (DMSO-J6): delta 9.23 (s, IH), 8.69 (m, IH), 8.37 (m, 2H), 7.54 (d, IH), 7.20 (d, IH), 6.80 (s, 2H).
  • 11
  • C21H25BrN3OPol [ No CAS ]
  • [ 66521-66-2 ]
  • C30H32N7OPol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 2,6-di-tert-butyl-4-methyl-phenol; sodium t-butanolate;tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100℃; for 17h; Example 2; N-r4-Methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-phenyll-4-(4-methyl-piperazin-l- ylmethylbenzamide resin (8b-l)[0043] Resin (6b-l) (0.2 g) is immersed in 1,4-dioxane (3 mL). Aminopyrimidine 7 (172 mg, 5 equiv.), tris(dibenzylideneacetone)-dipalladium(0) (Pd2dba3, 9 mg, 0.05 equiv.), 4,5- bis(diphenylphosphino)-9,9-dimethyl-xanthene (Xantphos, 14 mg, 0.12 equiv.), 2,6-di-tert- butyl-4-methylphenol (BHT, 264 mg, 6 equiv.) and sodium ?-butoxide (96 mg, 5 equiv.) are added into the reaction mixture. The reaction mixture is shaken at 100 0C for 17 hrs. Around 5 mg of resins are taken out, washed, dried, and cleaved by a mixture of TFA: H2O: DCM (45:5:50/v:v:v). LC-MS analysis of this cleavage solution revealed a complete conversion to product. LC-MS retention time: (UV254, t = 1.348 min).The rest of the resins are washed thoroughly with MeOH, DMF, and DCM, and dried in vacuo.
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  • 14
  • [ 50-01-1 ]
  • [ 55314-16-4 ]
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YieldReaction ConditionsOperation in experiment
90% With sodium hydroxide; In tert-butyl alcohol; at 85℃; The starting material was added 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (Compound 4) (1.76 g, 0.01 mol) in a three-neck flask.Guanidine hydrochloride (2.87 g, 0.03 mol)And sodium hydroxide (1.2g, 0.03mol), add 25ml of solvent t-butanol, stir, heated in a constant temperature oil bath to 85 C reflux reaction, 6-8h. After the reaction is completed, the solvent is spin-dried, an appropriate amount of water and ethyl acetate are added, the insoluble solid is filtered, and the filter cake is washed with water and dried to obtain a yellow solid; the filtrate is further subjected to extraction, the organic phase is collected, dried, and the solvent is dried and dried. The solid was subjected to column chromatography to give a pale yellow solid, Compound 5 (1.55 g, yield: 90%).
With sodium hydroxide; In butan-1-ol; at 120℃; To aflask 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one(1.76 g, 10.0 mmol), guanidine hydrochloride (1.15 g, 12.0 mmol), NaOH (480 mg,12.0 mmol) and n-BuOH (20 mL) were added. The mixturewas heated to 120 oC.The resulting solid was collected, rinsed with water (50 mL) and dried overhigh vacuum to get the product as light yellow crystalline (1.51 g, 88% yield).1H NMR(400 MHz, DMSO) delta 9.23 (d, J = 2.0 Hz, 1H), 8.67 (dd, J = 4.7,1.3 Hz, 1H), 8.38 (dt, J = 8.0, 1.8 Hz, 1H), 8.36 (d, J = 5.1 Hz,1H), 7.52 (dd, J = 8.0, 4.8 Hz, 1H), 7.20 (d, J = 5.1 Hz, 1H),6.81 (s, 2H).13C NMR (101 MHz, DMSO) delta163.78, 161.53, 159.36, 151.11, 147.93, 134.11, 132.44, 123.72, 105.99
With sodium hydroxide; In butan-1-ol; at 120℃; 3-dimethylamino-1-(3-pyridyl)-2-propenyl-1-one (1.76 g, 10.0 mmol) was suspended in n-butanol (20 mL), followed by the addition of guanidine hydrochloride (1.15 g, 12.0 mmol) and NaOH (480 mg, 12.0 mmol). The mixture was heated to 120 C for reacting overnight. The precipitated solid was collected and washed with water (50 mL), followed by vacuum drying to give a light yellow crystal (1.51g, 88% yield). 1H NMR (400 MHz, DMSO) delta 9.23 (d, J = 2.0 Hz, 1H), 8.67 (dd, J = 4.7, 1.3 Hz, 1H), 8.38 (dt, J = 8.0, 1.8 Hz, 1H),8.36 (d, J = 5.1 Hz, 1H), 7.52 (dd, J = 8.0, 4.8 Hz, 1H), 7.20 (d, J = 5.1 Hz, 1H), 6.81 (s, 2H). 13C NMR (101 MHz, DMSO) delta 163.78, 161.53, 159.36, 151.11, 147.93, 134.11, 132.44, 123.72, 105.99
  • 15
  • [ 581076-59-7 ]
  • [ 66521-66-2 ]
  • [ 152459-95-5 ]
YieldReaction ConditionsOperation in experiment
91% Under nitrogen protection, 40 mg of N,N'-diisopropylselenourea was uniformly mixed with 10 g of chitosan.It was placed in a tubular reactor and calcined at 500 ° C for 5 hours under nitrogen to obtain selenium and nitrogen-doped nano-carbon fibers with selenium promoting large specific surface area. The material was immersed in 0.05 mol/L copper chloride aqueous solution for 18 hours. ,Filtration, washing with water, drying to obtain a catalyst.The above catalyst is determined by ICP, wherein the mass ratio of selenium is 0.01percent, and the mass ratio of copper is 0.12percent;The specific surface area is 28 cc/g.20 mg of the above catalyst with 1.72 g of <strong>[66521-66-2]4-(3-pyridyl)-2-aminopyrimidine</strong> (see I in the following reaction formula)And 4.02g of 4-(N-methylpiperazine)methylbenzoyl (3-bromo-4-methylphenyl)amine (see II in the following reaction formula) were mixed in 20 mL of ethanol under nitrogen protection. Heat at 60 ° C for 3 hours. The catalyst is recovered by centrifugation,Concentrate the supernatant to within 5 mL, that is, a large amount of crystals are precipitated, filtered, and washed with petroleum ether.Imadinib hydrobromide was obtained in a yield of 96percent.Dissolve the salt in 20 mL of water, adjust the pH to 8.7 with 0.2 mol/L NaOH, and extract with ethyl acetate.(3 extractions per 20 mL). The organic phases were combined and dried over anhydrous sodium sulfate. After filtering, the solvent is evaporated.That is, free imatinib was obtained, and the yield was 91percent. ICP analysis indicated that the copper residue in the product was less than 0.03 ppm.
72% With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In 5,5-dimethyl-1,3-cyclohexadiene; for 5.16667h;Inert atmosphere; Reflux; Sonication; To a mixture of 4-(3-pyridyl)-2-pyrimidine-amine (172.2 mg, 1.0 mmol), N-(3-bromo-4-methyl-phenyl)-4-(4-methyl-piperazin-1-ylmethyl)-benzamide (402.4 mg, 1.0 mmol) and sodium tert.-butylate (144.2 mg, 1.5 mmol) is added a mixture of rac-BINAP (31.2 mg, 0.050 mmol) and Pd2(dba)3*CHCl3 (13 mg, 0.013 mmol) under argon. After addition of 3 ml of xylene the suspension is sonicated for 10 minutes then stirred for 5 hours under reflux. After cooling to room temperature, water (10 ml) is added to the dark brown oil and the product extracted 4 times with methylene chloride (10 ml each). The combined organic extracts are dried over MgSO4 and concentrated in vacuo. The brown oil is purified by flash-chromatography (SiO2, methanol). The product, a pale yellow solid is dissolved in methylene chloride, filtered and concentrated in vacuo. Yield: 484.3 mg of the title compound, 72percent of theory, (99.9percent area by HPLC). The product contains typically roughly 10percent of isomers which can be eliminated by preparative reversed phase chromatography.
71% With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 100℃; for 28h;Inert atmosphere; Autoclave; To 20 L autoclave, 12 (189.4 g, 1.1 mol), 11 (402.3 g, 1 mol), CuI(47.8 g, 0.25 mol), and K2CO3 (276.4 g, 2 mol) were added. Theautoclave was then charged with N2, and a solution of DMEDA(26.8 mL) in 12 L of 1,4-dioxane was slowly dropped. Themixture was mechanically stirred at 100 °C for 28 h. Aftercooling to room temperature, it was poured into a mixture ofconcentrated NH3 (3.5 L) and cold sat. NaCl solution (15 L, 0?5°C) and extracted by EtOAc (3 × 14 L). The combined organiclayer was dried by Na2SO4 and led to white crystal after concentration.The crystal was washed by PE and dried under vacuumovernight to afford 350.5 g of imatinib base 1 in 71percent yield. Mp 207.4?209.2 °C. IR (KBr): 3410, 3290, 2967, 2964, 2932,2801, 1628, 1588, 1532, 1507, 1478, 1450, 1416, 1380, 1346,1007, 829, 761, 700 cm?1. 1H NMR (600 MHz, DMSO-d6, TMS):delta = 10.22 (s, 1 H), 9.30 (d, J = 1.8 Hz, 1 H), 9.02 (s, 1 H), 8.71?8.70(m, 1 H), 8.54?8.50 (m, 2 H), 8.12 (s, 1 H), 7.93 (d, J = 8.4 Hz, 2H), 7.55?7.44 (m, 5 H), 7.23 (d, J = 8.4 Hz, 1 H), 3.53 (s, 2 H),2.53?2.33 (br s, 8 H), 2.25 (s, 3 H), 2.16 (s, 3 H) ppm. 13C NMR(150 MHz, DMSO-d6): delta = 165.3, 161.6, 161.2, 159.4, 151.3,148.1, 142.1, 137.8, 137.2, 134.4, 133.7, 132.2, 130.0, 128.6,127.5, 123.8, 117.2, 116.8, 107.5, 61.6, 54.7, 52.5, 45.7, 17.6ppm. Known compound: CAS Reg. No. 152459-95-5.3
  • 16
  • [ 506-93-4 ]
  • [ 55314-16-4 ]
  • [ 66521-66-2 ]
YieldReaction ConditionsOperation in experiment
85% With sodium hydroxide; In butan-1-ol; for 16h;Reflux; 3-(Dimethylamino)-1-(pyridine-3-yl) prop-2-en-1-one (15.4 g, 0.088 mol), guanidine nitrate (10.7 g, 0.088 mol), and sodium hydroxide (3.5 g, 0.088 mol) were dissolved in n-butanol (120 mL). The mixture was heated to reflux with stirring and maintained for 16 hours. The reaction mixture was then cooled to room temperature. The solid was collected and washed with water (400 mL). The desired product was dried under vacuum for three days and 12.7 g of yellow crystals of desired product was obtained (yield: 85percent); 1H NMR (500 MHz, CDCl3) delta 5.15 (br., 2H), 7.09 (d, 1H), 7.44 (in, 1H), 8.33 (d, 1H), 8.42 (d, 1H), 8.73 (d, 1H), 9.22 (s, 1H). LC-MS (m/z) calculated, 172.2, found 173.2 [M+H]+.
1.18 g With sodium hydroxide; In butan-1-ol; at 90℃; for 0.333333h;Microwave irradiation; The obtained compound 3 followed by 3-(dimethylamino)-1-(pyridin-3-yl) prop-2-en-1-one (0.1 mol), guanidine nitrate(0.1 mol), sodium hydroxide (0.1 mol), and n-butanol (12.5 mL) was irradiated in the microwave synthesizer at 90 C for 20 min. Aftercompletion of the reaction mixture poured into ice-cold water andthe resulting solid was filtered and washed with water. The obtainedsolid of compound 4 (1.18 g) was dried under vacuum.Melting point 190-192 °C, ES-MS (M1) found (m/z): 173.1.
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  • [ 328-70-1 ]
  • [ 66521-66-2 ]
  • [ 1234327-39-9 ]
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  • [ 586-77-6 ]
  • [ 66521-66-2 ]
  • N1,N1-dimethyl-N4-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,4-diamine [ No CAS ]
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  • [ 785-56-8 ]
  • [ 66521-66-2 ]
  • [ 1227158-32-8 ]
  • 20
  • [ 785-56-8 ]
  • [ 66521-66-2 ]
  • N,N-bis(3,5-bis(trifluoromethyl)benzoyl)-4-(pyridin-3-yl)pyrimidin-2-amine [ No CAS ]
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3-Bromo-5-(trifluoromethyl)aniline

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Imatinib Related Intermediates

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4-(Chloromethyl)-N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)benzamide

Chemical Structure| 106261-48-7

[ 106261-48-7 ]

4-((4-Methylpiperazin-1-yl)methyl)benzoic acid

Chemical Structure| 152460-08-7

[ 152460-08-7 ]

1-(2-Methyl-5-nitrophenyl)guanidine nitrate

Chemical Structure| 7745-93-9

[ 7745-93-9 ]

2-Bromo-4-nitrotoluene

Chemical Structure| 152460-09-8

[ 152460-09-8 ]

N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine

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[ 152460-10-1 ]

N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine

Similarity: 0.73

Chemical Structure| 40963-62-0

[ 40963-62-0 ]

2-(Pyridin-3-yl)pyridin-4-amine

Similarity: 0.72

Chemical Structure| 3475-21-6

[ 3475-21-6 ]

4-Methyl-2-phenylpyridine

Similarity: 0.66

Chemical Structure| 21203-86-1

[ 21203-86-1 ]

2-Phenylpyridin-4-amine

Similarity: 0.65

Pyrimidines

Chemical Structure| 914349-42-1

[ 914349-42-1 ]

5-(m-Tolyl)pyrimidin-2-amine

Similarity: 0.81

Chemical Structure| 31408-17-0

[ 31408-17-0 ]

5-(p-Tolyl)pyrimidin-2-amine

Similarity: 0.81

Chemical Structure| 483324-01-2

[ 483324-01-2 ]

2-Chloro-4-(pyridin-3-yl)pyrimidine

Similarity: 0.77

Chemical Structure| 1193-74-4

[ 1193-74-4 ]

4,5-Dimethylpyrimidin-2-amine

Similarity: 0.76

Chemical Structure| 3438-48-0

[ 3438-48-0 ]

4-Phenylpyrimidine

Similarity: 0.75

; ;