تفاعل #1178430

معادلة التفاعل

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

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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°.

المصدر