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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044207Generated: October 31, 2026

1,1'-Carbonyldiimidazole → 3-Methyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

https://huagongshe.com/reaction/1044207

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-N-methylpyridine-2,3-diamineHCID 12343669—
SolventTetrahydrofuranHCID 8028—
Product3-Methyl-1H-imidazo[4,5-b]pyridin-2(3H)-oneHCID 91123382.6%

Reaction Steps

A solution of N2-methylpyridine-2,3-diamine (7 g) and CDI (13.82 g) in THF (100 mL) was refluxed for 5 h. The reaction mixture was concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with 0%-100% EtOAc in hexane) to give 3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (7 g) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563575B2
Source datasetuspto-grants-2013_10
ORD IDord-cd605535aeff4ec3ae25a37157c57401
Source noteuspto-grants-2013_10