Diisopropylethylamine → N-(2-(tert-butylamino)pyridin-3-yl)-2,3-difluorobenzamide

HRID 253967

반응식

HRID 253967 반응식
[C:1]([NH:5][C:6]1[C:11]([NH2:12])=[CH:10][CH:9]=[CH:8][N:7]=1)([CH3:4])([CH3:3])[CH3:2].CCN(C(C)C)C(C)C.[F:22][C:23]1[C:31]([F:32])=[CH:30][CH:29]=[CH:28][C:24]=1[C:25](Cl)=[O:26]>C(Cl)Cl>[C:1]([NH:5][C:6]1[C:11]([NH:12][C:25](=[O:26])[C:24]2[CH:28]=[CH:29][CH:30]=[C:31]([F:32])[C:23]=2[F:22])=[CH:10][CH:9]=[CH:8][N:7]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 5195492,3-Difluorobenzoyl chlorideHCID 15656135HCID 15656135, 화합물

생성물 1

HCID 59003070N-(2-(tert-butylamino)pyridin-3-yl)-2,3-difluorobenzamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of N2-tert-butylpyridine-2,3-diamine in dry DCM (150 mL) was added DIEA (17 mL, 95.5 mmol). The solution was cooled to 0° C. and carefully added 2,3-difluorobenzoyl chloride (8.35 g, 47.30 mmol). The reaction was allowed to warm up to RT and stirred for 1 hr. The mixture was then washed with water, saturated NaHCO3, and dried over MgSO4. Removal of the solvent by evaporation, the residue was purified by silica gel chromatography (5%-60% EtOAc/hexane) to yield N-(2-(tert-butylamino)pyridin-3-yl)-2,3-difluorobenzamide (4.0 g, 13.10 mmol); LC-MS m/e=306.1 (M+H).

후처리

  1. temperatureto warm up to RT
  2. washThe mixture was then washed with water, saturated NaHCO3
  3. dry with materialdried over MgSO4
  4. customRemoval of the solvent
  5. customby evaporation
  6. customthe residue was purified by silica gel chromatography (5%-60% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-ef7d54834db9401fa8d9e04131ed7fd6
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07872031B2

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