Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966804Generated: October 25, 2026

4-Chloro-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid → 4-{[4-(tert-butoxycarbonyl)cyclohexyl]amino}-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

https://huagongshe.com/reaction/1966804

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acidHCID 18348778—
Reactanttert-Butyl 4-aminocyclohexane-1-carboxylateHCID 18698345—
SolventAcetonitrileHCID 6342—
Product4-{[4-(tert-butoxycarbonyl)cyclohexyl]amino}-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acidHCID 66733259—

Reaction Steps

A solution of 4-chloro-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (0.0088 mol) (example 4a) in acetonitrile is treated with tert-butyl 4-aminocyclohexanecarboxylate (0.026 mol). The reaction mixture is refluxed for about 3-4 hrs. Solvent is evaporated off and water is added and extraction is done with ethyl acetate. The organic layer is washed with brine, dried and concentrated under reduced pressure to give crude compound, which is purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420666B2
Source datasetuspto-grants-2013_04
ORD IDord-07811eec4db54f89aa80530332fa589d
Source noteuspto-grants-2013_04