Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57894Generated: October 29, 2026

Water → tert-butyl N-[(3S)-1-(6-bromo-3-methoxy-2-pyridyl)-3-piperidyl]carbamate

https://huagongshe.com/reaction/57894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-MethylmorpholineHCID 7972—
Reactanttert-butyl N-[(3S)-piperidin-3-yl]carbamateHCID 1514171—
Reactant6-Bromo-2-fluoro-3-methoxypyridineHCID 46863893—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Producttert-butyl N-[(3S)-1-(6-bromo-3-methoxy-2-pyridyl)-3-piperidyl]carbamateHCID 8670708695%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 6-bromo-2-fluoro-3-methoxy-pyridine (2.030 mmol; 418.1 mg), tert-butyl N-[(3S)-3-piperidyl]carbamate (3.044 mmol; 609.7 mg), and N-Methylmorpholine (6.089 mmol; 622 mg; 0.676 mL) in 1-methyl-2-pyrrolidinone (5 mL) in a sealed pressure vial was heated at 120° C. overnight. The mixture was poured into water, and extracted with EtOAc. The organic layer was concentrated. The residue was purified on silica eluted with 0 to 40% EtOAc in Heptane to afford tert-butyl N-[(3S)-1-(6-bromo-3-methoxy-2-pyridyl)-3-piperidyl]carbamate (743.5 mg, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-d1ce84a720d24d5584e33093d411c5ae
Source noteuspto-grants-2016_09