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

HRID 253967

反応式

HRID 253967 の反応式
[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]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 5195492,3-Difluorobenzoyl chlorideHCID 15656135HCID 15656135、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-ef7d54834db9401fa8d9e04131ed7fd6
出典データセット
uspto-grants-2011_01
特許番号
US07872031B2

関連ノート

読み込み中…