تفاعل #46588

معادلة التفاعل

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

2-amino-5-bromopyrimidine

tri-ortho-tolylphosphine

diisopropylethylamine

→

title compound

المردود 128.8%

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

المردود 128.8%

المذيبات

propionitrile

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux overnight
2. 2
   ترشيحThe dark mixture was filtered through Celite®
3. 3
   تركيزthe filtrate was concentrated

الإجراء التجريبي

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)+.

المصدر