反応 #46588

反応方程式

N-methyl-N-(2-methyl-1H-indol-3-ylmethyl)acrylamide

2-amino-5-bromopyrimidine

tri-ortho-tolylphosphine

diisopropylethylamine

→

title compound

収率 128.8%

(E)-3-(2-Aminopyrimidin-5-yl)-N-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide

収率 128.8%

溶媒

propionitrile

DMF

反応条件

後処理

1. 1
   温度at reflux overnight
2. 2
   ろ過The dark mixture was filtered through Celite®
3. 3
   濃縮the filtrate was concentrated

実験手順

A solution of N-methyl-N-(2-methyl-1H-indol-3-ylmethyl)acrylamide (1.18 g, 6.5 mmole), 2-amino-5-bromopyrimidine (0.5 g, 2.9 mmole), Pd(OAc)2 (0.11 g, 0.49 mmole), tri-ortho-tolylphosphine (0.17 g, 0.55 mmole), and diisopropylethylamine (1.5 mL, 8.6 mmole) in propionitrile (100 mL) and DMF (10 mL) was heated at reflux overnight. The dark mixture was filtered through Celite®, and the filtrate was concentrated. Flash chromatography on silica gel (9:1 CHCl3/CH3OH containing 5% NH4OH) gave the title compound (1.2 g, 65%): MS (ES) m/e 372 (M+H)+.

出典