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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375450Generated: November 2, 2026

4-Methylmorpholine → HCID 9999727, compound

https://huagongshe.com/reaction/2375450

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactantalpha-Cyclopentylmandelic acidHCID 98283—
Reactant(3S)-(+)-1-Benzyl-3-aminopyrrolidineHCID 1519353—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 9999727HCID 999972795%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

The compound 2-cyclopentyl-2-hydroxy-2-phenylacetic acid (0.52 g, 2.36 mM) and (3S)-1-benzyl-3-aminopyrrolidine (0.5 g, 2.84 mM) were dissolved in dimethylformamide (10.0 ml) and N-methylmorpholine (1.3 ml, 11.8 mM) was added into it followed by the addition of 1-hydroxybenzotriazole (0.32 g, 2.36 mM) at 0-5° C. The reaction mixture was maintained at 0-5° C. for 1 hour and then at room temperature for 19 hours. The reaction mixture was poured into water (100.0 ml) with constant stirring. The organic compound was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated sodium bicarbonate water and brine solution followed its drying and concentration over anhydrous sodium sulphate. The residue was purified by silica gel column chromatography using 10% methanol in chloroform to get the title compound. Yield=95% (0.5 g, 2.38 mM).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465751B2
Source datasetuspto-grants-2008_12
ORD IDord-71cf3078921e45ce96d1fc6b77b826c3
Source noteuspto-grants-2008_12