反应 #2171084

反应方程式

Sodium hydride

benzimidazole

ethyl acetate

5-bromo-2,4-dichloropyrimidine

→

product

收率 64.6%

5-Bromo-2-chloro-4-(benzimidazol-1-yl)pyrimidine

收率 64.6%

溶剂

DMF

water

DMF

反应条件

后处理

1. 1
   workup.STIRRINGThe mixture was stirred for at 0° C. for 2 hours
2. 2
   其他The organic phase was separated
3. 3
   其他dried
4. 4
   其他volatile material was removed by evaporation
5. 5
   其他The residue was purified by column chromatography
6. 6
   洗涤eluting with 20% ethyl acetate/DCM

实验过程

Sodium hydride (60% dispersion in oil; 110 mg, 2.75 mmol) was added to a solution of benzimidazole (295 mg, 2.5 mmol) in DMF (6 ml) at 0° C. The mixture was stirred at 0° C. for 10 minutes and then added dropwise to a cold (0° C.) solution of 5-bromo-2,4-dichloropyrimidine (712 mg, 3.14 mmol) in DMF (6 ml). The mixture was stirred for at 0° C. for 2 hours and then ethyl acetate (20 ml) and water (20 ml) were added. The organic phase was separated and dried and volatile material was removed by evaporation. The residue was purified by column chromatography, eluting with 20% ethyl acetate/DCM, to give the product as a white solid (500 mg, 52%). NMR: 7.4 (m, 2H), 7.8 (m, 2H), 8.8 (s, 1H), 9.3 (s, 1H); MS (MH+): 309, 311.

来源