反应 #1178430

反应方程式

1-hydroxybenzotriazole hydrate

5-chlorothiophenecarboxylic acid

N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride

N-methylmorpholine

N-[4-(3-oxomorpholin-4-yl)phenyl]pyrrolidine-2-carboxamide

→

N-[4-(3-oxomorpholin-4-yl)phenyl]-(R)-1-(5-chlorothiophene-2-carbonyl)-pyrrolidine-2-carboxamide

溶剂

dimethylformamide

反应条件

后处理

1. 1
   其他The solution is subsequently evaporated to dryness under reduced pressure
2. 2
   萃取the sodium hydrogencarbonate solution is extracted twice with 10 ml of ethyl acetate each time
3. 3
   干燥After the combined organic phases have been dried over sodium sulfate
4. 4
   其他the solid residue is triturated with 20 ml of diethyl ether
5. 5
   其他giving 1.2 g (59.4%) of “AB1”, ESI 434

实验过程

0.71 g (4.66 mmol) of 1-hydroxybenzotriazole hydrate, 0.76 g (4.66 mmol) of 5-chlorothiophenecarboxylic acid, 1.79 g (9.33 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (DAPECI) and 1.13 ml of N-methylmorpholine are added successively to a solution of 1.35 g (4.66 mmol) of N-[4-(3-oxomorpholin-4-yl)phenyl]pyrrolidine-2-carboxamide in 30 ml of dimethylformamide, and the resultant solution is stirred at room temperature for 12 hours. The solution is subsequently evaporated to dryness under reduced pressure, the residue is taken up in 10 ml of 5% sodium hydrogencarbonate solution, and the sodium hydrogencarbonate solution is extracted twice with 10 ml of ethyl acetate each time. After the combined organic phases have been dried over sodium sulfate and the solvent has been stripped off, the solid residue is triturated with 20 ml of diethyl ether, giving 1.2 g (59.4%) of “AB1”, ESI 434; m.p. 195°.

来源