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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656416Generated: October 25, 2026

Triphosgene → 1-methyl-1H,2H,3H-imidazo(4,5-c)pyridin-2-one

https://huagongshe.com/reaction/656416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant4-N-methylpyridine-3,4-diamineHCID 910412—
SolventAcetonitrileHCID 6342—
Product1-methyl-1H,2H,3H-imidazo(4,5-c)pyridin-2-oneHCID 12299353—

Reaction Steps

To a stirred suspension of 3-amino-4-methylaminopyridine [U.S. Pat. No. 5,371,086 (1993)] (190 mg, 1.54 mmol) in CH3CN (10 mL) was added triphosgene (458 mg, 1.54 mmol) portionwise. After 1 h, the mixture was concentrated in vacuo and the residue was converted to the free base by ion exchange chromatography on a SCX cartridge, eluting with 2 M NH3 in MeOH to give the title compound. MS: m/z=150 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071771B2
Source datasetuspto-grants-2011_12
ORD IDord-1a77e6a521a04852b539dc2bf9305bb2
Source noteuspto-grants-2011_12