反应 #48839

反应方程式

ethyl acetate

Caesium carbonate

3-hydroxy-5-{[(1S)-2-hydroxy-1-methylethyl]oxy}-N-(5-methylpyrazin-2-yl)benzamide

ethyl-4-fluorobenzoate

→

desired compound

收率 3.1%

Ethyl 4-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoate

收率 3.1%

溶剂

dimethylacetamide

反应条件

后处理

1. 1
   其他to reach RT
2. 2
   洗涤The mixture was washed with water (5×40 mL), brine (40 mL)
3. 3
   干燥dried (MgSO4)
4. 4
   过滤filtered
5. 5
   其他The residue was chromatographed on silica
6. 6
   洗涤eluting with a gradient of 50% ethyl acetate in isohexane

实验过程

Caesium carbonate (8.45 g, 26 mmol) was added to a mixture of 3-hydroxy-5-{[(1S)-2-hydroxy-1-methylethyl]oxy}-N-(5-methylpyrazin-2-yl)benzamide (4 g, 13 mmol) and ethyl-4-fluorobenzoate (2.33 g, 13 mmol) in dimethylacetamide (70 mL) and the stirred mixture heated at 130° C. for 72 hours. The mixture was allowed to reach RT and ethyl acetate (100 mL) added. The mixture was washed with water (5×40 mL), brine (40 mL), dried (MgSO4), filtered, and reduced in vacuo. The residue was chromatographed on silica, eluting with a gradient of 50% ethyl acetate in isohexane, to give the desired compound (0.18 g)

来源