反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
To a stirred solution of 280 mg (0.79 mmol) 4-methyl-2-oxo-1-(tetrahydro-2H-pyran-4-yl)-7-(trifluoromethyl)-1,2-dihydroquinoline-3-carboxylic acid in DCM (5 ml) were added 360 mg (0.95 mmol) HATU and 54 μl (3.15 mmol) DIPEA at 0° C. The reaction mixture was stirred for 5 min at 0° C. followed by the addition of 90 μl (0.79 mmol) 3-fluoro-benzylamine. The reaction mixture was stirred at RT for 4 h. Then the mixture was diluted with water (5 ml) and extracted with DCM (3×10 ml). The combined organic layers were washed with water (10 ml), brine (10 ml), dried over anhydrous Na2SO4 and concentrated in vacuum. After CC (acetone/hexane 1:3) of the residue, 210 mg (0.45 mmol, 57%) N-[(3-fluorophenyl)-methyl]-4-methyl-2-oxo-1-tetrahydro-pyran-4-yl-7-(trifluoromethyl)-1H-quinoline-3-carboxylic acid amide (example 44) were obtained. MS: m/z 463.2 [M+H]+.
WORKUP
后处理
- stirringThe reaction mixture was stirred at RT for 4 h
- extractionextracted with DCM (3×10 ml)
- washThe combined organic layers were washed with water (10 ml), brine (10 ml)
- dry with materialdried over anhydrous Na2SO4
- concentrationconcentrated in vacuum