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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60901Generated: October 26, 2026

Cesium carbonate → (2S,3R)-Allyl 3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/60901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
Reactant(2S,3R)-Allyl 2-(aminomethyl)-3-methylpiperidine-1-carboxylateHCID 89748216—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(2S,3R)-Allyl 3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidine-1-carboxylateHCID 89748220—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of (2S,3R)-allyl 2-(aminomethyl)-3-methylpiperidine-1-carboxylate (1.36 g, 6.43 mmol), 2-chloro-5-(trifluoromethyl)pyridine (1.75 g, 9.645 mmol), and Cs2CO3 (4.2 g, 12.86 mmol) in DMF (20 mL) was stirred at 80° C. for 2 days. The reaction mixture was diluted with EtOAc and washed with brine. The organic layer was separated, dried with MgSO4 and concentrated in vacuo. The crude residue was purified by chromatography on silica gel (EtOAc/hexanes) to give the title compound. ESI-MS (m/z): 358 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440982B2
Source datasetuspto-grants-2016_09
ORD IDord-403c447c53284840b1cb6ff980d365be
Source noteuspto-grants-2016_09