반응 #1178430

반응 방정식

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

용매

dimethylformamide

반응 조건

후처리

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

실험 절차

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°.

출처