Triethylamine → 2-(Quinolin-4-ylmethylthio)-N-(4-trifluoromethoxyphenyl)pyridine-3-carboxamide

HRID 599363노트

반응식

HRID 599363 반응식
C(N(CC)CC)C.[SH:8][C:9]1[C:14]([C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=2)=[O:16])=[CH:13][CH:12]=[CH:11][N:10]=1.Cl[CH2:30][C:31]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[N:34]=[CH:33][CH:32]=1.C(OCC)(=O)C>CN(C)C=O>[N:34]1[C:35]2[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:31]([CH2:30][S:8][C:9]2[C:14]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]([F:26])([F:27])[F:28])=[CH:20][CH:19]=3)=[O:16])=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:32][CH:33]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 123557014-(Chloromethyl)quinolineHCID 1785222352-mercapto-N-(4-trifluoromethoxyphenyl)pyridine-3-carboxamide

생성물 1

HCID 118470442-(Quinolin-4-ylmethylthio)-N-(4-trifluoromethoxyphenyl)pyridine-3-carboxamide수율 52%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Triethylamine (66 μL, 0.47 mmol) was added to a solution of 2-mercapto-N-(4-trifluoromethoxyphenyl)pyridine-3-carboxamide (Reference Compound No. 8-3, 52 mg, 0.17 mmol) and 4-(chloromethyl)quinoline (Reference Compound No. 5-1, 28 mg, 0.16 mmol) in anhydrous N,N-dimethylformamide (11.0 mL) at room temperature, and the mixture was stirred for 18 hours. Ethyl acetate (50 mL) was added thereto, then the whole was washed with saturated aqueous sodium hydrogencarbonate solution (5 mL) and brine (50 mL). The organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the resulting residue was purified by silica gel column chromatography to give 40 mg of the title compound as a white amorphous (Yield: 52%).

후처리

  1. washthe whole was washed with saturated aqueous sodium hydrogencarbonate solution (5 mL) and brine (50 mL)
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-ce95029d13354666ae5c0ec456e1fa88
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897774B2

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