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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 892604Generated: October 30, 2026

4-Methylmorpholine → HCID 54370671, compound

https://huagongshe.com/reaction/892604

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactantmethyl L-prolinate hydrochlorideHCID 2733200—
Reactant2-(2-Oxopyrrolidin-1-yl)acetic acidHCID 3146687—
SolventDimethylformamideHCID 6228—
ProductHCID 54370671HCID 54370671101.9%

Reaction Conditions

Temperature-25 °C

Reaction Steps

To a solution of L-proline methyl ester hydrochloride (8.28 g) in DMF (100 ml) were added N-methylmorpholine (5.50 ml), 2-oxo-1-pyrrolidine acetic acid (7.15 g) and HOBt (10.12 g) under ice-cooling. The mixture was cooled to -25° C., added with DCC (10.32 g), and stirred at room temperature for 16 hours. The precipitated dicyclohexylurea was filtered off, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (chloroform-methanol) to give 12.94 g of N-[(2-oxo-1-pyrrolidinyl)acetyl]-L-proline methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05118811
Source datasetuspto-grants-1992_06
ORD IDord-293f519766d84f558a0b421eafb5fb2b
Source noteuspto-grants-1992_06