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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57911Generated: October 26, 2026

Water → tert-butyl N-[(3S)-1-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3-piperidyl]carbamate

https://huagongshe.com/reaction/57911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-MethylmorpholineHCID 7972—
Reactanttert-butyl N-[(3S)-piperidin-3-yl]carbamateHCID 1514171—
Reactant6-Chloro-1-(6-fluoropyridin-2-yl)-1H-pyrazolo[4,3-c]pyridineHCID 86280243—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Producttert-butyl N-[(3S)-1-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3-piperidyl]carbamateHCID 8670710384%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-chloro-1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridine (2.998 mmol; 745.3 mg), tert-butyl N-[(3S)-3-piperidyl]carbamate (4.496 mmol; 900.5 mg), and N-Methylmorpholine (8.993 mmol; 919 mg; 0.999 mL) in 1-methyl-2-pyrrolidinone (10 mL) in a sealed pressure vial was heated at 100° C. overnight. The mixture was poured into water. The precipitate was collect by filtration, then purified on silica eluted with 0 to 40% EtOAc in Heptane to afford tert-butyl N-[(3S)-1-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3-piperidyl]carbamate (1.0738 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-a921f4fb3ed34a45a8254c55a38f3d89
Source noteuspto-grants-2016_09