反应 #88093

反应方程式

7-iodo-3-isobutyl-3H-benzoimidazole-5-carboxylic acid methyl ester

5-methyl-pyridinyl zinc bromide

→

3-Isobutyl-7-(5-methyl-pyridin-2-yl)-3H-benzoimidazole-5-carboxylic acid methyl ester

收率 57.2%

溶剂

THF

反应条件

后处理

1. 1
   其他quenched by addition of saturated aqueous NH4Cl solution
2. 2
   其他The mixture was partitioned between water and ethyl acetate
3. 3
   其他the organic layer was separated
4. 4
   干燥dried over MgSO4
5. 5
   过滤filtered
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他Purification by column chromatography

实验过程

To a solution of 7-iodo-3-isobutyl-3H-benzoimidazole-5-carboxylic acid methyl ester (400 mg, 1.12 mmol) in THF (4 mL) was added Pd(PPh3)4 (65 mg, 0.056 mmol), followed by 5-methyl-pyridinyl zinc bromide (2.68 mL of 0.5M solution in THF, 1.34 mmol). The reaction mixture was stirred overnight at room temperature, then quenched by addition of saturated aqueous NH4Cl solution. The mixture was partitioned between water and ethyl acetate, and the organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. Purification by column chromatography gave 207 mg (57%) of 3-Isobutyl-7-(5-methyl-pyridin-2-yl)-3H-benzoimidazole-5-carboxylic acid methyl ester.

来源