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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229375Generated: October 30, 2026

Methanol → Morpholine-4-carboxylic acid[1-(3-cyano-pyrrolidin-3-ylcarbamoyl)-2-cyclohexyl-ethyl]-amide

https://huagongshe.com/reaction/2229375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHCID 22091411HCID 22091411—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
ProductMorpholine-4-carboxylic acid[1-(3-cyano-pyrrolidin-3-ylcarbamoyl)-2-cyclohexyl-ethyl]-amideHCID 22260517—

Reaction Steps

3-Cyano-3-{3-cyclohexyl-2-[(morpholine-4-carbonyl)-amino]-propionylamino}-pyrrolidine-1-carboxylic acid benzyl ester (0.1 g, 0.20 mmol, 1.0 equiv) was dissolved in 15 mL of absolute EtOH. 10% Pd on carbon (20 mg) was added and the mixture was stirred under 1 atm of H2 until the starting material disappeared by TLC (5% MeOH in CH2Cl2. The crude mixture was filtered on diatomaceous earth and the filtrate was concentrated. The crude material was purified by reverse-phase HPLC to give two diastereomers; MS, m/z 378=M+1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420364B1
Source datasetuspto-grants-2002_07
ORD IDord-52b34a5b36c04444861dae0666751c90
Source noteuspto-grants-2002_07