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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209009Generated: November 2, 2026

Ammonium formate → 3-cyclopropyl-6-(3,4-dimethoxyphenyl)-3H-imidazo[4,5-c]pyridin-4(5H)-one

https://huagongshe.com/reaction/2209009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant4-(benzyloxy)-3-cyclopropyl-6-(3,4-dimethoxyphenyl)-3H-imidazo[4,5-c]pyridineHCID 117842802—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
SolventDimethylformamideHCID 6228—
Product3-cyclopropyl-6-(3,4-dimethoxyphenyl)-3H-imidazo[4,5-c]pyridin-4(5H)-oneHCID 117843450—

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of 4-(benzyloxy)-3-cyclopropyl-6-(3,4-dimethoxyphenyl)-3H-imidazo[4,5-c]pyridine 2.36 (270 mg, 0.67 mmol) in EtOH (6.5 mL) and DMF (2.1 mL) was added ammonium formate (670 mg, 10.6 mmol) and Pd(OH)2 on carbon (20 wt. % Pd, 70 mg). The mixture was heated to 65° C. and stirred for 40 min. The mixture was diluted with DMF (10 mL) and EtOH (10 mL) and was filtered through Celite. The filtrate was concentrated in vacuo and the resulting crude solid was purified by silica gel chromatography (0% to 15% MeOH in DCM) to provide 3-cyclopropyl-6-(3,4-dimethoxyphenyl)-3H-imidazo[4,5-c]pyridin-4(5H)-one 2.37.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376441B2
Source datasetuspto-grants-2016_06
ORD IDord-e26e229cb3a44a9b9dd38c155fafce57
Source noteuspto-grants-2016_06