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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451667Generated: October 29, 2026

(R)-tert-butyl 3-((R)-(3-chlorophenyl)(3-(methylamino)-3-oxopropoxy)methyl)piperidine-1-carboxylate → 3-((R)-(3-chlorophenyl)((R)-piperidin-3-yl)methoxy)-N-methylpropanamide

https://huagongshe.com/reaction/451667

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-tert-butyl 3-((R)-(3-chlorophenyl)(3-(methylamino)-3-oxopropoxy)methyl)piperidine-1-carboxylateHCID 59201651—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product3-((R)-(3-chlorophenyl)((R)-piperidin-3-yl)methoxy)-N-methylpropanamideHCID 5920162090%

Reaction Steps

(R)-tert-butyl 3-((R)-(3-chlorophenyl)(3-(methylamino)-3-oxopropoxy)methyl)piperidine-1-carboxylate (0.80 g, 1.95 mmol) was dissolved in a 20% solution of TFA in CH2Cl2 (20.6 mL) and stirred for about 1 h at rt until the reaction was complete. The solvent was removed by evaporation and the crude product was purified with preparative HPLC to afford 3-((R)-(3-chlorophenyl)((R)-piperidin-3-yl)methoxy)-N-methylpropanamide (542 mg, 1.75 mmol, 90% yield). MS (E/Z): 311 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487108B2
Source datasetuspto-grants-2013_07
ORD IDord-83f51e9f8be94110bf4b14d91f9451ef
Source noteuspto-grants-2013_07