反応 #155626

反応方程式

triethylamine

6-Chloro-nicotinic acid

(benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

1-methylpiperazine

→

(6-Chloro-pyridin-3-yl)-(4-methyl-piperazin-1-yl)-methanone

収率 49.1%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他this was partitioned between ethyl acetate and water
2. 2
   乾燥The ethylacetate layer was dried over anhydrous sodium sulfate
3. 3
   濃縮concentrated in vacuo
4. 4
   その他purified by flash chromatography (elution with 3% methanol/dichloromethane)

実験手順

To a solution of 6-Chloro-nicotinic acid (3.00 g, 19.0 mmol) in 30 mL dimethylformamide was added (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (10.9 g, 20.9 mmol), 1-methylpiperazine (2.30 g, 22.1 mmol). and triethylamine (2.18 g, 21.5 mmol). After stirring for 18 hours, this was partitioned between ethyl acetate and water. The ethylacetate layer was dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by flash chromatography (elution with 3% methanol/dichloromethane) to yield (6-Chloro-pyridin-3-yl)-(4-methyl-piperazin-1-yl)-methanone (2.50 g, 9.33 mmol).

出典