تفاعل #46594

معادلة التفاعل

EDC

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

1-isopropyl-3-(methylaminomethyl)indole

HOBt H2O

diisopropylethylamine

→

title compound

المردود 58.6%

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

المردود 58.6%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   تركيزthen was concentrated in vacuo
2. 2
   workup.ADDITIONThe residue was diluted with water
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe combined organic extracts were washed with brine
5. 5
   تجفيفdried over Na2SO4

الإجراء التجريبي

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)+.

المصدر