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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632860Generated: October 30, 2026

2-((1-cyclopropyl-2-oxo-1H-imidazo[4,5-c]pyridin-3(2H)-yl)methyl)-3-isopentyl-3H-imidazo[4,5-b]pyridine-6-carbonitrile → 3-((6-(aminomethyl)-3-isopentyl-3H-imidazo[4,5-b]pyridine-2-yl)methyl)-1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one

https://huagongshe.com/reaction/632860

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-((1-cyclopropyl-2-oxo-1H-imidazo[4,5-c]pyridin-3(2H)-yl)methyl)-3-isopentyl-3H-imidazo[4,5-b]pyridine-6-carbonitrileHCID 57378881—
CatalystNickelHCID 935—
SolventAmmonia methanolHCID 21705897—
Product3-((6-(aminomethyl)-3-isopentyl-3H-imidazo[4,5-b]pyridine-2-yl)methyl)-1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-oneHCID 67991815—

Reaction Steps

Compound 27 (125 mg, 0.31 mmol) in methanol/NH3 (100 mL) was hydrogenated at 20° C. with Raney Nickel (50 mg) as a catalyst overnight. After uptake of H2 (2 eq), the catalyst was filtered off and the filtrate was evaporated. The residue was purified by column chromatography using dichloromethane/MeOH/NH3. The title compound 17 was isolated as a white solid (25.5 mg, 20%). m/z=406 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321767B2
Source datasetuspto-grants-2016_04
ORD IDord-bcce6d952d124d5e9c9c6ef6c332bc98
Source noteuspto-grants-2016_04