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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57857Generated: October 26, 2026

tert-butyl N-[(3S)-piperidin-3-yl]carbamate → (S)-tert-butyl (1-(6-(6-(6-ethylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperidin-3-yl)carbamate

https://huagongshe.com/reaction/57857

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl N-[(3S)-piperidin-3-yl]carbamateHCID 1514171—
Reactant6-(6-Ethylpyrazin-2-yl)-1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridineHCID 86707054—
SolventDimethyl SulfoxideHCID 679—
Product(S)-tert-butyl (1-(6-(6-(6-ethylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperidin-3-yl)carbamateHCID 8670705669.5%

Reaction Conditions

Temperature95 °C

Reaction Steps

A solution containing 6-(6-ethylpyrazin-2-yl)-1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridine (75 mg, 0.23 mmol) and tert-butyl N-[(3S)-3-piperidyl]carbamate (234 mg, 1.17 mmol) in methyl sulfoxide 2.0 mL was heated 95° C. The reaction was quenched with water then extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum. The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 65% EtOAc) to give (S)-tert-butyl(1-(6-(6-(6-ethylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperidin-3-yl)carbamate (80 mg) in 68% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-38545b2f4f1d488abaff1c72f5829b38
Source noteuspto-grants-2016_09