反応 #80219

反応方程式

7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid

triethylamine

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

1-hydroxybenzotriazole

4-methylbenzylamine

→

title compound

収率 40.3%

7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid 4-methyl-benzylamide

収率 40.3%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   洗浄the organic phase washed sequentially with water, and brine
2. 2
   乾燥dried over anhydrous magnesium sulfate
3. 3
   ろ過filtered
4. 4
   濃縮concentrated under vacuum
5. 5
   その他to provide a residue
6. 6
   その他This material was purified by preparative thin-layer-chromatography on silica eluting with 4% methanol in dichloromethane
7. 7
   workup.ADDITIONThe product containing band
8. 8
   その他was collected
9. 9
   洗浄eluted with 5% methanol in ethyl acetate

実験手順

7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid (40 mg, 0.092 mmol) was combined with 4-methylbenzylamine (17 mg, 0.14 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (21 mg, 0.11 mmol), 1-hydroxybenzotriazole (14 mg, 0.10 mmol), and triethylamine (0.051 ml, 0.37 mmol) in 1.5 ml of dichloromethane. After stirring overnight at ambient temperature, the reaction mixture was diluted with 50 ml of dichloromethane, and the organic phase washed sequentially with water, and brine, and then dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum to provide a residue. This material was purified by preparative thin-layer-chromatography on silica eluting with 4% methanol in dichloromethane. The product containing band was collected and eluted with 5% methanol in ethyl acetate to afford 20 mg of the title compound as a colorless solid.

出典