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[ CAS No. 18063-02-0 ] {[proInfo.proName]}

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Chemical Structure| 18063-02-0
Chemical Structure| 18063-02-0
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Quality Control of [ 18063-02-0 ]

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Product Details of [ 18063-02-0 ]

CAS No. :18063-02-0 MDL No. :MFCD00000659
Formula : C7H3ClF2O Boiling Point : -
Linear Structure Formula :- InChI Key :QRHUZEVERIHEPT-UHFFFAOYSA-N
M.W : 176.55 Pubchem ID :87438
Synonyms :

Calculated chemistry of [ 18063-02-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 36.54
TPSA : 17.07 ?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 : No
Log Kp (skin permeation) : -5.55 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.7
Log Po/w (XLOGP3) : 2.57
Log Po/w (WLOGP) : 3.18
Log Po/w (MLOGP) : 2.9
Log Po/w (SILICOS-IT) : 3.18
Consensus Log Po/w : 2.71

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.89
Solubility : 0.227 mg/ml ; 0.00128 mol/l
Class : Soluble
Log S (Ali) : -2.58
Solubility : 0.468 mg/ml ; 0.00265 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.52
Solubility : 0.0536 mg/ml ; 0.000303 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.28

Safety of [ 18063-02-0 ]

Signal Word:Danger Class:8,3
Precautionary Statements:P280-P305+P351+P338-P310 UN#:2920
Hazard Statements:H225-H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 18063-02-0 ]

* 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 [ 18063-02-0 ]

[ 18063-02-0 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 67-56-1 ]
  • [ 18063-02-0 ]
  • [ 13671-00-6 ]
  • 2
  • [ 7579-20-6 ]
  • [ 18063-02-0 ]
  • 2-(2,6-difluoro-phenyl)-pyrido[3,4-<i>d</i>][1,3]oxazin-4-one [ No CAS ]
  • 3
  • [ 16947-63-0 ]
  • [ 18063-02-0 ]
  • N-(2,6-dimethyl-4-nitrophenyl)-2,6-difluorobenzamide [ No CAS ]
  • 4
  • [ 777-12-8 ]
  • [ 18063-02-0 ]
  • N-(6-trifluoromethylbenzothiazol-2-yl)-2,6-difluorobenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In tetrahydrofuran; EXAMPLE 1 STR6 At 0 to 5 C., 2,6-difluorobenzoyl chloride (1.77 g) was added dropwise to a solution composed of 2-amino-6-trifluoromethylbenzothiazole (2.18 g), tetrahydrofuran (30 ml) and triethylamine (1.1 g). The reaction mixture was stirred at 30 to 40 C. for 5 hours, and then tetrahydrofuran was evaporated. The solid residue was washed with water and recrystallized from ethanol to give the desired N-(6-trifluoromethylbenzothiazol-2-yl)-2,6-difluorobenzamide (2.8 g). mp. 256-257 C.
  • 5
  • [ 3034-57-9 ]
  • [ 18063-02-0 ]
  • [ 945226-58-4 ]
YieldReaction ConditionsOperation in experiment
83% In tetrahydrofuran; pyridine; at 20.0℃; for 3.0h; 2-Amino-5-bromo-4-trifluoromethylthiazole (0.8 g) was dissolved in 3 ml_ of 1 :1 mixture of THF and pyridine. 2,6-difluorobenzoylchloride (0.6 g) was added at room temperature with stirring. The mixture was stirred for 3 hours at room temperature. The mixture was poured into ice water and acidified with aqueous hydrochloric acid then extracted with chloroform. The organic layer was dried over Na2SO4 and the solvent was removed under reduced pressure. Flash chromatography on silica gel gave the title compound as a white solid. Yield 83percent.
  • 6
  • [ 369-26-6 ]
  • [ 18063-02-0 ]
  • [ 1160624-36-1 ]
YieldReaction ConditionsOperation in experiment
52% With triethylamine; at 20℃; for 1.5h; Step C: Methyl 3-[(2,6-difluorophenyl)carbonyl]amino}-4-fluorobenzoate; To a solution of <strong>[369-26-6]methyl 3-amino-4-fluorobenzoate</strong> (5.5 g, 33 mmol) in DCM (100 ml_) was added TEA (6.8 ml_, 49 mmol) and 2,6-difluorobenzoyl chloride (4.3 ml_, 34 mmol). After 90 min at rt, the reaction mixture was washed with H2O and concentrated to a brown oil. The product was purified by column chromatography (eluting with 30-60percent EtOAc /hexanes) to generate the desired product in 52percent yield (5.37 g, 17 mmol). MS (ESI) m/z = 310 [M+Hf .
  • 7
  • [ 1585-90-6 ]
  • [ 18063-02-0 ]
  • [ 1333082-91-9 ]
  • 8
  • [ 1585-90-6 ]
  • [ 18063-02-0 ]
  • (+/-)-2-((3aS,4S,7aR)-4-(2-acetoxyethyl)-1,3-dioxo-3a,4,7,7a-tetrahydro-1H-isoindol-2(3H)-yl)ethyl 2,6-difluorobenzoate [ No CAS ]
  • 9
  • [ 67-56-1 ]
  • [ 18063-02-0 ]
  • [ 13671-00-6 ]
  • [ 385-00-2 ]
  • 10
  • [ 156118-16-0 ]
  • [ 18063-02-0 ]
  • N-(6-bromo-4-methylpyridin-3-yl)-2,6-difluorobenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With pyridine; In dichloromethane; at 20℃; To a (0 C) cooled and stirred solution of 2,6-difluorobenzoyl chloride (357 2.83 mmol) in DCM (5 mL) was added <strong>[156118-16-0]6-bromo-4-methylpyridin-3-amine</strong> (583 mg, 3.12 mmol) followed by the addition of pyridine (344 mu, 4.25 mmol). The resulting mixture was then stirred at room temperature overnight. Water (5 mL) was added to the above mixture and then extracted with DCM (3x10 mL). The combined organic layers were washed with 10% aq.HCl (10 mL), dried (Na2S04) and filtered. The filtrate was concentrated under vacuum to afford 650mg (70%) of the title compound as a white solid. XHNMR (400 MHz, DMSO- d6) delta 10.56 (s, 1H, D20 exchangeable), 8.41 (s, 1H), 7.66 (s, 1H), 7.65-7.58 (m, 1H), 7.27 (t, = 7.0Hz, 2Eta), 2.27 (m, 3H); (ESI-MS (m/z) 327, 329 [(MH)+, Br79' 81].
  • 11
  • [ 18063-02-0 ]
  • [ 15992-83-3 ]
  • 2,6-difluoro-N-[1,8]naphthyridin-2-ylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
21% With 3-dimethylaminoacrolein; In pyridine; dichloromethane; at 20℃; for 0.5h; Part II- Synthesis of 2,6-Difluoro-N-[1,8]naphthyridin-2-ylbenzamide; [1,8]-Naphthyridin-2-ylamine (85 mg, 0.59 mmol) was dissolved in dichloromethane(2 mL) and pyridine (0.10 mL, 1.2 mmol). 2,6-Difluorobenzoyl chloride (0.068 mL, 0.76mmol) was then added and the reaction mixture was stirred at room temperature for 30 minutes. Next, the reaction mixture was diluted with ethyl acetate and washed with water followed bybrine. The resulting organic solution was purified by column chromatography (EtOAc/hexanes) to give 2,6-difluoro-N-[1,8]naphthyridin-2-ylbenzamide. Yield 35 mg (21 %).LCMS (ESI): calc. C1sH9FzN30 = 285; obs. M+H = 286.
  • 12
  • 2-amino-N-benzyloxyacetamide 2,2,2-trifluoroacetic acid [ No CAS ]
  • [ 118289-17-1 ]
  • [ 18063-02-0 ]
  • 3-benzyloxy-2-(2-bromo-4-pyridyl)-1-(2,6-difluorobenzoyl)imidazolidin-4-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% To a suspension of 2-am ino-N-benzyloxy-acetam ide 2,2,2-trifluoroacetic acid(Intermediate Ab, 59 mg, 0.2 mmol) and <strong>[118289-17-1]2-bromopyridine-4-carboxaldehyde</strong> (37 mg, 0.2 mmol)in acetonitrile (1 mL) was added N,N-diisopropylethylamine (33.0 iL, 0.2 mmol). The whitesuspension was heated for 2 h at 50 °G. The mixture was cooled on an ice-water bath to < 5 00 and N,N-diisopropylethylamine (33.0 iL, 0.2 mmcl) was added. Subsequently a solution of 2,6- difluorobenzoyl chloride (30 iL, 0.24 mmol) in acetonitrile (0.1 mL) was added dropwise keeping the temperature below 5 00. The temperature of the reaction mixture was allowed to come to room temperature. The mixture was partially diluted with ethyl acetate (5 mL) and water (3 mL)was added slowly. The resulting phases were separated and the water layer was extracted with ethyl acetate (3 mL). The combined organic layers were washed with water (5 mL), 5percent NaHCO3- solution (5 mL), water (5 mL) and brine (5 mL), filtered over an PE filter filled with Na2504 and concentrated under reduced pressure. The crude residue was purified by column chromatography (heptane to ethyl acetate = 100/0 to 0/100 v/vpercent) to afford the title compound(63 mg, 64percent) as a white solid.
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Technical Information

? Acyl Group Substitution ? Alkyl Halide Occurrence ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Catalytic Hydrogenation ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reformatsky Reaction ? Robinson Annulation ? Rosenmund Reduction ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction
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