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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57830Generated: October 30, 2026

Water → tert-butyl N-[(3S)-1-[3-chloro-6-[6-(5-ethyl-3-pyridyl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamate

https://huagongshe.com/reaction/57830

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-(5-ethyl-3-pyridyl)pyrazolo[4,3-c]pyridineHCID 86707035—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Producttert-butyl N-[(3S)-1-[3-chloro-6-[6-(5-ethyl-3-pyridyl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamateHCID 8670703680.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1-(5-chloro-6-fluoro-2-pyridyl)-6-(5-ethyl-3-pyridyl)pyrazolo[4,3-c]pyridine (0.155 mmol; 54.9 mg), tert-butyl N-[(3S)-3-piperidyl]carbamate (0.466 mmol; 93.2 mg), and N-Methylmorpholine (1.55 mmol; 159 mg; 0.172 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 and dried on high vacuum to afford tert-butyl N-[(3S)-1-[3-chloro-6-[6-(5-ethyl-3-pyridyl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamate (66.6 mg, 80%), which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-c3af1278fdc04597a28aec2a1ad06f27
Source noteuspto-grants-2016_09