반응 #46593

반응 방정식

EDC

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

1-ethyl-3-(methylaminomethyl)-1H-indole

HOBt H2O

diisopropylethylamine

→

title compound

수율 52.0%

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

수율 52.0%

용매

DMF

반응 조건

후처리

1. 1
   농축then was concentrated in vacuo
2. 2
   workup.ADDITIONThe residue was diluted with water
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The combined organic extracts were washed with brine
5. 5
   건조dried over Na2SO4

실험 절차

EDC (0.56 g, 2.93 mmole) was added to a solution of (E)-3-(6-aminopyridin-3-yl)acrylic acid (0.48 g, 2.93 mmole), 1-ethyl-3-(methylaminomethyl)-1H-indole (0.50 g. 2.66 mmole), HOBt H2O (0.40 g, 2.93 mmole) and diisopropylethylamine (0.93 mL, 5.32 mmole) in DMF (30 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 title compound (0.46 g, 52%) as a yellow solid after drying in vacuo: MS (ES) m/e 335 (M+H)+.

출처