Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602344Generated: October 30, 2026

4-Methylmorpholine → N-(4-chlorophenyl)-(R)-1-{2-[4-(3-oxomorpholin-4-yl)phenyl]acetyl}pyrrolidine-2-carboxamide

https://huagongshe.com/reaction/602344

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-(3-Oxomorpholin-4-yl)phenylacetic acidHCID 58691241—
Reactant(R)-2-(4-chlorophenylcarbamoyl)pyrrolidinium chlorideHCID 86607080—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(4-chlorophenyl)-(R)-1-{2-[4-(3-oxomorpholin-4-yl)phenyl]acetyl}pyrrolidine-2-carboxamideHCID 58691223—

Reaction Steps

0.26 ml (2.4 mmol) of 4-methylmorpholine and 230 mg (1.2 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (DAPECI) are added to a solution of 261 mg (1.00 mmol) of (R)-2-(4-chlorophenylcarbamoyl)pyrrolidinium chloride and 235 mg (1.00 mmol) of 4-(3-oxomorpholin-4-yl)phenylacetic acid in 2 ml of DMF, and the mixture is stirred at room temperature for 18 hours. The reaction mixture is introduced into water, and the precipitate formed is filtered off, giving N-(4-chlorophenyl)-(R)-1-{2-[4-(3-oxomorpholin-4-yl)phenyl]acetyl}pyrrolidine-2-carboxamide as a slightly brownish solid; ESI 442.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906516B2
Source datasetuspto-grants-2011_03
ORD IDord-14480f8f40254e36ad40b69ae44f6378
Source noteuspto-grants-2011_03