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[ CAS No. 7252-83-7 ] {[proInfo.proName]}

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Chemical Structure| 7252-83-7
Chemical Structure| 7252-83-7
Structure of 7252-83-7 * Storage: {[proInfo.prStorage]}

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Product Details of [ 7252-83-7 ]

CAS No. :7252-83-7 MDL No. :MFCD00000213
Formula : C4H9BrO2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :FUSFWUFSEJXMRQ-UHFFFAOYSA-N
M.W : 169.02 Pubchem ID :81672
Synonyms :

Calculated chemistry of [ 7252-83-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 31.38
TPSA : 18.46 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.99
Log Po/w (XLOGP3) : 0.85
Log Po/w (WLOGP) : 1.0
Log Po/w (MLOGP) : 0.83
Log Po/w (SILICOS-IT) : 0.81
Consensus Log Po/w : 1.1

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.23
Solubility : 10.1 mg/ml ; 0.0595 mol/l
Class : Very soluble
Log S (Ali) : -0.82
Solubility : 25.5 mg/ml ; 0.151 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.43
Solubility : 6.22 mg/ml ; 0.0368 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.42

Safety of [ 7252-83-7 ]

Signal Word:Danger Class:3
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 UN#:1993
Hazard Statements:H225-H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 7252-83-7 ]

* 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 [ 7252-83-7 ]

[ 7252-83-7 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 5345-47-1 ]
  • [ 7252-83-7 ]
  • [ 133427-08-4 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile; at 150℃; for 2h;microwave irradiation;Product distribution / selectivity; Example 1.3: Preparation of (4-(2,4-Difluorophenethyl)piperazin-l-yl)(imidazo[l,2- alpha]pyridin-8-yl)methanone (Compound 3).Step A: Preparation of Imidazo[l,2-alpha]pyridine-8-carboxylic Acid.To a mixture of 2-aminonicotinic acid (0.6906 g, 5.00 mmol) in acetonitrile (20 mL) was added bromoacetaldehyde dimethyl acetal (0.591 mL, 5.00 mmol). The resulting slurry was heated at 150 0C under microwave irradiation for 2 h. The resulting precipitate was filtered off and washed with acetonitrile and hexane to afford the title compound (0.924 g) as a grey solid.
0.924 g In acetonitrile; at 150℃; for 2h;Microwave irradiation; To a mixture of 2-aminonicotinic acid (0.69 g, 5.00 mmol) in CH3CN (20 mL) was added bromoacetaldehyde dimethyl acetal (0.59 mL, 5.00 mmol). The resulting slurry was heated to 150 C under microwave irradiation for 2 h. The resulting precipitate was filtered off and washed with CH3CN and hexane to afford H-imidazo[1,2-alpha]pyridine-8-carboxylic acid (0.924 g) as a grey solid.
  • 2
  • [ 7252-83-7 ]
  • [ 51746-85-1 ]
  • [ 439106-42-0 ]
  • [ 1207070-57-2 ]
  • 3
  • [ 7252-83-7 ]
  • [ 1005-38-5 ]
  • [ 872059-27-3 ]
YieldReaction ConditionsOperation in experiment
66% In 1,4-dioxane; water; for 24h;Reflux; Example 9A; 7-Chloro-5-(methylthio)imidazo[1,2-c]pyrimidine 75 g (427 mmol) of 4-amino-6-chloro-2-(methylthio)pyrimidine are dissolved in 3000 ml of dioxane and 750 ml of water. 101.05 g (597.81 mmol) of bromoacetaldehyde dimethyl acetal are added, and the mixture is heated under reflux for 24 h. After the reaction is complete, the dioxane is removed in vacuo and the aqueous suspension is suspended in THF, filtered with suction and washed with some THF. Drying of the solid at 40° C. under high vacuum results in 56.5 g (66percent of theory) of the product.MS (ES+): m/z=200 (M+H)+.1H-NMR (400 MHz, DMSO-d6): delta=8.12 (s, 1H), 7.97 (s, 1H), 7.77 (s, 1H), 2.80 (s, 3H).
  • 4
  • [ 7252-83-7 ]
  • [ 33332-28-4 ]
  • [ 63744-41-2 ]
YieldReaction ConditionsOperation in experiment
25.31% With hydrogen bromide; sodium hydrogencarbonate; In isopropyl alcohol;Reflux; Example 186Preparation of 1-Benzothiazol-6-yl-3-imidazo[1,2-a]pyrazin-5-yl-imidazolidin-2-one (186A) Synthesis of Intermediate 5-Chloro-imidazo[1,2-a]pyrazine (I-186a) NaHCO3 (4.215 g, 50.1736 mmol) and IPA (40 mL) were added to a mixture of 2-bromo-1,1-dimethoxy-ethane (6.37 mL, 10.8066 mmol), 40percent HBr (475 mL, 2.3157 mmol) and 2 drops of water previously refluxed for 1 hr. The reaction mixture was stirred for 5 mins and filtered. To the filtrate was added 6-chloro-pyrazin-2-ylamine (1 g, 7.7190 mmol) and the resulting mixture was refluxed for overnight. The reaction was monitored by TLC (50percent ethylacetate in hexane). The reaction mixture was neutralized with Na2CO3 and partitioned between ethylacetate and water. The organic layer was washed with water, brine, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (1-2percent MeOH in CHCl3) afforded 300 mg of the product (25.31percent yield).1H NMR (400 MHz, CDCl3): delta 9.05 (s, 1H), 7.98 (s, 1H), 7.92-7.85 (m, 2H).LCMS: 97.85percent, m/z=154.0 (M+1)
25.31% NaI KX); (4.215g, 50.1736miotanol) and IPA (4OmL) were added to a mixture of 2- 0 brorno- 1.1 -dhneihoxs -ethane (6.37ml... I O.8066mmol), 40percent HBr (475mL. 2.3157mmol ) and 2 drops of water previously reUuxed tor I hr. The reaction mixture was stirred for 5mins and filtered. To the filtrate was added 6-chloro-pyra/in-2-ylamine (I g, 7.7190miotanol) and the resulting mixture was reflux ed for overnight. The reaction was monitored by TLC (50percent ethylacetate in hexane). The reaction mixture was neutrali/od 5 with Na2(X).; and partitioned between ethylacetate and water. The organic layer was washed with water, brine, dried over Na>SO; and concentrated. Purification by column ehromatograph) on silica gel ( 1-2percent McOH in CHC I4) afforded 30(.)mg of the product (25.31percent yield >.1H NMR (400 MIIz, CDCIj): 6 9.05 (s, I M). 7.98 (v IH), 7 92 -7.85 (m. 211).IX MS: 97.85percent. m// 154.0 (M .bul. 1)
  • 5
  • [ 7252-83-7 ]
  • [ 93247-78-0 ]
  • [ 1262419-74-8 ]
YieldReaction ConditionsOperation in experiment
59% Step A: To a stirred solution of methyl lH-indole-7-carboxylate (2.0 g,1 1.4 mmol) in DMF (10 ml) was added sodium hydride (800 mg, 20 mmol) in portions. The mixture was stirred at room temperature for 1 h, then potassium iodide (160 mg, 0.9 mmol) and 2-bromo-l ,l-dimethoxyethane (3.4 ml, 28.5 mmol) were added. The mixture was heated to 80 0C for 15 h. After cooling to room temperature, the reaction was quenched with saturated aqueous ammonium chloride, extracted with ethyl acetate (3chi), washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography (silica gel, 70:30 hexanes/ethyl acetate) to afford methyl l-(2,2-dimethoxyethyl)-lH-indole-7-carboxylate (1.77 g, 59percent) as a semitransparent liquid: 1H NMR (500 MHz, CDCl3) delta 7.77 (dd, J = 4.5, 1.0 Hz, I H), 7.66 (dd, J= 4.3, 1.0 Hz, IH), 7.19 (d, J= 1.5 Hz, I H), 7.10 (t, J= 8.0 Hz, I H), 6.57 (d, J = 1.8 Hz, IH), 4.54-4.52 (dd, J= 5.0, 4.5 Hz, IH), 4.48 (d, J= 2.5 Hz, 2H), 3.96 (s, 3H), 3.31 (s, 6H).
  • 6
  • [ 7252-83-7 ]
  • [ 1196473-37-6 ]
  • [ 1268390-26-6 ]
  • 7
  • [ 7252-83-7 ]
  • [ 93247-78-0 ]
  • [ 1262419-75-9 ]
  • 8
  • [ 7252-83-7 ]
  • [ 1458-01-1 ]
  • methyl 5-amino-8-chloroimidazo[1,2-a]pyrazine-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
22% In acetonitrile; at 120℃; for 0.666667h;Microwave irradiation; A solution of methyl 3,5-diamino-6-chloropyrazine-2-carboxylate (1.2 g, 5.92 mmol, 1.00 equiv) and 2-bromo-1,1-dimethoxyethane (2 g, 11.83 mmol, 2.00 equiv) in acetonitrile (20 mL) was irradiated with microwave for 40 min at 120° C. After completion the resulting solution was concentrated under vacuum and the residue was purified by a silica gel column eluting with dichloromethane/methanol (10:1) to give the title compound (300 mg, 22percent) as a yellow solid. LC-MS (ES, m/z): 227 [M+H]+.
22% In acetonitrile; at 120℃; for 0.666667h;Microwave irradiation; A solution of methyl 3,5-diamino-6-chloropyrazine-2-carboxylate (1.2 g, 5.92 mmol, 1.00 equiv) and 2-bromo-1,1-dimethoxyethane (2 g, 11.83 mmol, 2.00 equiv) in acetonitrile (20 mL) wasirradiated with microwave for 40 mm at 120 °C. After completion the resulting solution was concentrated under vacuum and the residue was purified by a silica gel column eluting with dichloromethane/methanol (10:1) to give the title compound (300 mg, 22percent) as a yellow solid. LC-MS (ES, mlz): 227 [M+H].
  • 9
  • [ 7252-83-7 ]
  • [ 349-58-6 ]
  • 1-(2,2-dimethoxyethoxy)-3,5-bis(trifluoromethyl)benzene [ No CAS ]
  • 10
  • [ 7252-83-7 ]
  • (2S)-2-[(1-but-2-ynoyl)pyrrolidin-2-yl]-4-[4-[(N-pyridin-2-yl)carbamoyl]phenyl]-5-cyanoimidazole [ No CAS ]
  • [ 1420477-60-6 ]
YieldReaction ConditionsOperation in experiment
89.2% To a 250 ml four-necked flask equipped with a stirring, thermometer, and reflux condenser was added 80 g of N, N-dimethylformamide and 8.5 g (0.02 mol) of (S) -2- (1) prepared in Example 7 -But-2-ynylpyrrolidin-2-yl) -4- [4- (pyridin-2-yl) carbamoyl] phenyl-5-cyanoimidazole (VI),3.0 g (0.022 mol) of potassium carbonate, 4.4 g (0.026 mol) of 2-bromoacetaldehyde dimethyl acetal,Stir the reaction at 60 to 65 C for 5 hours, then cool to 20 to 25 C, add 2.7 g (0.05 mol) of ammonium chloride, 8.0 g (0.08 mol) of 17 wt% ammonia water, stir the reaction at 70 to 75 C for 5 hours, and cool to 20 At 25 C, the obtained reaction mixture was added to 200 g of ice water, filtered, and the filter cake was washed twice with water, 20 g each time, and 20 g isopropanol once, and dried to obtain 8.3 g of acortinib. Yield It was 89.2%, and the liquid purity was 99.5%.
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