反应 #1509661

反应方程式

6-chloro-2-iodo-9-isopropyl-9H-purine

pyridine-3-boronic acid 1,3-propanediol cyclic ester

toluene

sodium carbonate

→

title compound

6-Chloro-2-(pyridin-3-yl)-9-isopropyl-9H-purine

溶剂

ethanol

Water

反应条件

后处理

1. 1
   其他The flask was sealed
2. 2
   萃取was extracted with ethyl acetate (50 ml×3)
3. 3
   干燥dried over sodium sulfate
4. 4
   浓缩concentrated
5. 5
   其他The residue was purified by column chromatography on silica gel
6. 6
   洗涤eluting with 30 to 70% EtOAc in hexane

实验过程

A round-bottom flask was charged with 6-chloro-2-iodo-9-isopropyl-9H-purine (1.2 g, 3.7 mmol), pyridine-3-boronic acid 1,3-propanediol cyclic ester (0.91 g, 5.6 mmol), and tetrakis(triphenylphosphine)palladium(0) (430 mg, 0.37 mmol). To this mixture was added toluene (60 ml), ethanol (6 ml) and aqueous sodium carbonate solution (2M, 15 ml). The flask was sealed and the reaction mixture was stirred at 80° C. for 4 h. Water was added to the cooled mixture, which was extracted with ethyl acetate (50 ml×3). The organic fractions were combined, dried over sodium sulfate, and concentrated. The residue was purified by column chromatography on silica gel, eluting with 30 to 70% EtOAc in hexane to afford the title compound as a solid. 1H NMR (400 MHz, CD3OD) δ 9.60 (d, 1H), 8.90-8.87 (m, 1H), 8.68 (s, 1H), 8.67 (d, 1H), 7.63-7.60 (m, 1H), 5.12-5.05 (m, 1H), 1.74 (d, 6H). MS m/z 274.1 (M+1).

来源