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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61480Generated: October 25, 2026

Acetonitrile → HCID 178501357, compound

https://huagongshe.com/reaction/61480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTriethylamineHCID 8471—
ReactantDiphenyl N-CyanocarbonimidateHCID 688090—
Reactant(3r,4s)-4-((r)-3-Phenyl-pyrrolidine-1-carbonyl)-piperidine-3-carboxylic acid methyl esterHCID 67304902—
ProductHCID 178501357HCID 17850135788.2%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a stirred solution of (3R,4S)-4-((R)-3-Phenyl-pyrrolidine-1-carbonyl)-piperidine-3-carboxylic acid methyl ester (654 mg, 0.00207 mol) in anhydrous acetonitrile (11.0 mL, 0.211 mol) at rt was added triethylamine (0.579 mL, 0.00413 mol) and diphenyl cyanocarbonimidate (762 mg, 0.00310 mol). The reaction mixture was heated to reflux (oil bath temperature: 85° C.) for 18 h. The reaction mixture was concentrated in vacuo. The residue was purified by Combiflash with 40-90% EtOAc/Hex to give the product as a colorless solid (841 mg, 88% in yield). MS (ESI): (M+H)+=461.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440958B2
Source datasetuspto-grants-2016_09
ORD IDord-ecf3abdefd1f45b3ac384de857d5b003
Source noteuspto-grants-2016_09