Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367415Generated: October 30, 2026

Phenylmethyl(2R,5S)-2-methyl-5-[(phenylamino)carbonyl]-1-piperidinecarboxylate → (3S,6R)-6-Methyl-N-phenyl-3-piperidinecarboxamide

https://huagongshe.com/reaction/2367415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylmethyl(2R,5S)-2-methyl-5-[(phenylamino)carbonyl]-1-piperidinecarboxylateHCID 51357694—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product(3S,6R)-6-Methyl-N-phenyl-3-piperidinecarboxamideHCID 4417410792.2%

Reaction Steps

A solution of phenylmethyl(2R,5S)-2-methyl-5-[(phenylamino)carbonyl]-1-piperidinecarboxylate (21 g, 59.6 mmol) in EtOAc (250 mL) and EtOH (250 mL) was degassed. Pd/C (10%, 6.34 g, 5.96 mmol) was added and then H2 was bubbled through the mixture. The reaction mixture was stirred at room temperature under H2 balloon overnight. The mixture was filtered through a pad of celite, and concentrated in vacuo to afford the crude title compound (12 g). LC-MS (ES) m/z=219 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697685B2
Source datasetuspto-grants-2014_04
ORD IDord-8faa386675014271937e00a79923e7c4
Source noteuspto-grants-2014_04