反応 #50922

反応方程式

N-(4-iodo-6-thiomorpholin-4-yl-pyridin-3-yl)-2,2-dimethyl-propionamide

sodium carbonate

o-tolylboronic acid

→

title compound

2,2-Dimethyl-N-(6-thiomorpholin-4-yl-4-o-tolyl-pyridin-3-yl)-propionamide

溶媒

toluene

反応条件

後処理

1. 1
   温度After cooling to room temperature
2. 2
   その他the aqueous phase was separated
3. 3
   洗浄washed twice with ethyl acetate
4. 4
   洗浄The combined organic layers were washed with 50 ml brine
5. 5
   乾燥dried (sodium sulfate)
6. 6
   その他evaporated
7. 7
   その他Purification by flash-chromatography

実験手順

A mixture of 4.05 g (10.0 mmol) N-(4-iodo-6-thiomorpholin-4-yl-pyridin-3-yl)-2,2-dimethyl-propionamide, 54 ml toluene, 16 ml 2 N sodium carbonate solution, 347 mg (0.3 mmol) tetrakis(triphenylphosphine)palladium(0), 67 mg (0.3 mmol) palladium(II) acetate and 1.50 g (11.0 mmol) o-tolylboronic acid was heated under argon at 80° C. for 18 h. After cooling to room temperature, the aqueous phase was separated and washed twice with ethyl acetate. The combined organic layers were washed with 50 ml brine, dried (sodium sulfate) and evaporated. Purification by flash-chromatography gave 3.57 g (quantitative) of the title compound as a light brown solid.

出典