反应 #8897

反应方程式

Lithium hydroxide H2O

product

2-{[5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl]amino}-2-oxoethyl acetate

methanol

→

title compound

N-[5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl]-2-hydroxyacetamide

溶剂

THF

反应条件

后处理

1. 1
   其他was quenched by addition of 0.50 mL of acetic acid
2. 2
   workup.ADDITIONThe reaction was diluted with ethyl acetate
3. 3
   洗涤washed two times with aqueous sodium bicarbonate
4. 4
   浓缩The solution was concentrated
5. 5
   其他purified via MPLC chromatography on silica gel with a gradient elution of 0 to 50% ethyl acetate/hexanes
6. 6
   其他The product was further purified by recrystallization from ethanol

实验过程

Lithium hydroxide-H2O (0.004 g; 0.174 mmol), the product of Step C (0.100 g; 0.174 mmol), and methanol (0.3 mL) were combined in 2 mL of THF and stirred at room temperature. The reaction was monitored by TLC until complete at which point the reaction was quenched by addition of 0.50 mL of acetic acid. The reaction was diluted with ethyl acetate and then washed two times with aqueous sodium bicarbonate. The solution was concentrated and purified via MPLC chromatography on silica gel with a gradient elution of 0 to 50% ethyl acetate/hexanes. The product was further purified by recrystallization from ethanol to afford the title compound. HPLC/MS 534.8 (M+2); Rt=4.09 min.

来源