反応 #46486

反応方程式

2-amino-5-bromopyridine

benzyl acrylate

tri-ortho-tolylphosphine

diisopropylethylamine

→

title compound

収率 39.3%

Benzyl (E)-3-(6-aminopyridin-3-yl)acrylate

収率 39.3%

溶媒

propionitrile

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 2-amino-5-bromopyridine (2.25 g, 13.0 mmole), benzyl acrylate (3.2 g, 19.7 mmole), Pd(OAc)2 (0.31 g, 1.4 mmole), tri-ortho-tolylphosphine (0.73 g, 2.4 mmole), and diisopropylethylamine (3.5 mL, 20.0 mmole) in propionitrile (50 mL) was heated at reflux overnight. The dark mixture was filtered through Celite®, and the filtrate was concentrated. Flash chromatography on silica gel (3% MeOH/CH2Cl2) gave the title compound (1.3 g, 39%): MS (ES) m/e 255 (M+H)+.

出典