Реакция #80219

Уравнение реакции

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

triethylamine

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

1-hydroxybenzotriazole

4-methylbenzylamine

→

title compound

Выход 40.3%

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

Выход 40.3%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Промывкаthe organic phase washed sequentially with water, and brine
2. 2
   Сушкаdried over anhydrous magnesium sulfate
3. 3
   Фильтрацияfiltered
4. 4
   Концентрированиеconcentrated under vacuum
5. 5
   Другоеto provide a residue
6. 6
   ДругоеThis 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
   Другоеwas collected
9. 9
   Промывкаeluted with 5% methanol in ethyl acetate

Методика

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.

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