反応 #1265398

反応方程式

2-amino-6-chloro-4-n-pentyloxypteridine

tri-o-tolylphosphane

styrene

triethylamine

→

orange powder

収率 72.9%

2-amino-4-n-pentyloxy-6-styrylpteridine

収率 72.9%

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度under reflux for 90 hours
2. 2
   その他It was evaporated
3. 3
   その他the residue purified by silica gel column chromatography with chloroform
4. 4
   その他The product fraction was evaporated

実験手順

A mixture of 1.5 g (5.6 mmoles) 2-amino-6-chloro-4-n-pentyloxypteridine (e.g. available following the procedure disclosed by Mohr et al. in Helv. Chem. Acta (1992) 75:2317), palladium acetate (63 mg, 0.28 mmoles), tri-o-tolylphosphane (682 mg, 2.24 mmoles), cuprous iodide (53 mg, 0.28 mmoles), styrene (1,3 ml., 11.3 mmoles) and triethylamine 3.1 ml, 22 mmoles) was stirred in dry acetonitrile (50 ml) under reflux for 90 hours. It was evaporated and the residue purified by silica gel column chromatography with chloroform. The product fraction was evaporated to give 1.37 g (yield: 72%) of an orange powder exhibiting, after recrystallization from a EtOAc/hexane mixture, a melting point (m.p.) range of 127–128° C.

出典