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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57886Generated: October 30, 2026

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

https://huagongshe.com/reaction/57886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-MethylmorpholineHCID 7972—
Reactanttert-butyl N-[(3S)-piperidin-3-yl]carbamateHCID 1514171—
Reactant1-(5-Chloro-6-fluoro-2-pyridyl)-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridineHCID 86707079—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Producttert-butyl N-[(3S)-1-[3-chloro-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamateHCID 8670708169%

Reaction Steps

A mixture of 1-(5-chloro-6-fluoro-2-pyridyl)-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine; (0.6372 mmol; 217.1 mg), tert-butyl N-[(3S)-3-piperidyl]carbamate (1.912 mmol; 382.9 mg), and N-Methylmorpholine (3.186 mmol; 326 mg; 0.354 mL) in 1-methyl-2-pyrrolidinone (3 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 6% MeOH in DCM to afford tert-butyl N-[(3S)-1-[3-chloro-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamate (229.4 mg, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-390daa0e0a4d4fc4a8326db6e27e2ccb
Source noteuspto-grants-2016_09