Реакция #46594

Уравнение реакции

EDC

(E)-3-(6-aminopyridin-3-yl)acrylic acid

1-isopropyl-3-(methylaminomethyl)indole

HOBt H2O

diisopropylethylamine

→

title compound

Выход 58.6%

(E)-3-(6-aminopyridin-3-yl)-N-(1-isopropyl-1H-indol-3-ylmethyl)-N-methylacrylamide

Выход 58.6%

Растворители

DMF

Условия реакции

Обработка

1. 1
   Концентрированиеthen was concentrated in vacuo
2. 2
   workup.ADDITIONThe residue was diluted with water
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   ПромывкаThe combined organic extracts were washed with brine
5. 5
   Сушкаdried over Na2SO4

Методика

EDC (0.51 g, 2.64 mmole) was added to a solution of (E)-3-(6-aminopyridin-3-yl)acrylic acid (0.43 g, 2.64 mmole), 1-isopropyl-3-(methylaminomethyl)indole (0.49 g, 2.40 mmole), HOBt H2O (0.36 g, 2.64 mmole) and diisopropylethylamine (0.84 mL 4.80 mmole) in DMF (40 mL) at RT. The reaction was stirred overnight then was concentrated in vacuo. The residue was diluted with water and extracted with ethyl acetate. The combined organic extracts were washed with brine and dried over Na2SO4. Flash chromatography on silica gel (10% MeOH/CHCl3) gave the title compound (0.49 g, 58%) as a yellow solid after drying in vacuo: MS (ES) m/e 349 (M+H)+.

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