反应 #45391

反应方程式

(L)-valine methyl ester hydrochloride

magnesium sulfate

6-bromopyridine-2-carboxaldehyde

triethylamine

→

(S)-2-{[1-(6-Bromo-pyridin-2-yl)-meth-(E)-ylidene]-amino}-3-methyl-butyric acid methyl ester

反应条件

后处理

1. 1
   workup.ADDITIONeach added sequentially in one portion to
2. 2
   过滤The mixture was then filtered
3. 3
   洗涤the filter cake washed with diethyl ether (100 mL)
4. 4
   其他before evaporating the filtrate in vacuo
5. 5
   其他The residue was purified by column chromatography
6. 6
   其他to yield A469.1 (7.1 g, 88%)
7. 7
   其他4.6×33 mm (2 min grad)

实验过程

Anhydrous magnesium sulfate (5.4 g), 6-bromopyridine-2-carboxaldehyde (5.0 g, 26.9 mmol) and triethylamine (3.75 mL, 26.9 mmol) were each added sequentially in one portion to a cooled (0° C.) solution of (L)-valine methyl ester hydrochloride (4.51 g, 26.9 mmol) and the reaction mixture was allowed to warm slowly to room temperature overnight under a nitrogen atmosphere. The mixture was then filtered and the filter cake washed with diethyl ether (100 mL) before evaporating the filtrate in vacuo. The residue was purified by column chromatography using 5:1 hexane/ethyl acetate as eluent to yield A469.1 (7.1 g, 88%). HPLC YMC S-5 4.6×33 mm (2 min grad): retention time 0.86 min, M+H+=202.08

来源