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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526993Generated: October 29, 2026

Dichloromethane methanol → 1-((1R,3S)-3-aminocyclohexyl)pyrrolidin-2-one

https://huagongshe.com/reaction/526993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethane methanolHCID 21226129—
Reactantbenzyl (1S,3R)-3-(2-oxopyrrolidin-1-yl)cyclohexylcarbamateHCID 68101804—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product1-((1R,3S)-3-aminocyclohexyl)pyrrolidin-2-oneHCID 28168804—

Reaction Steps

A degassed solution of benzyl (1S,3R)-3-(2-oxopyrrolidin-1-yl)cyclohexylcarbamate, 45b, (0.165 g, 0.522 mmol) and Pd on C (10% wet, Degussa, 0.050 g, 0.024 mmol) in MeOH (15 mL) was placed under H2 atm (balloon). After 105 min, TLC (10% MeOH-DCM) indicated complete consumption of starting material. H2 was removed and the solution filtered and concentrated in vacuo. The crude product was azeotroped with CH3CN (2×) to remove any residual MeOH and provided the desired product (96 mg): FIA (M+H+) 183.27

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345708B2
Source datasetuspto-grants-2016_05
ORD IDord-84b4c6475f504d6fada419b0784e926f
Source noteuspto-grants-2016_05