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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549201Generated: October 28, 2026

1,1'-Carbonyldiimidazole → 1,6-dimethyl-5-fluoro-4-hydroxy-2-oxo-N-(6-cyano-3-pyridyl)-1,2-dihydropyridine-3-carboxamide

https://huagongshe.com/reaction/549201

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-Aminopyridine-2-carbonitrileHCID 3871395—
Reactant5-Fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acidHCID 57672122—
SolventAcetonitrileHCID 6342—
Product1,6-dimethyl-5-fluoro-4-hydroxy-2-oxo-N-(6-cyano-3-pyridyl)-1,2-dihydropyridine-3-carboxamideHCID 5767233761.2%

Reaction Steps

500 mg of 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid was dissolved in 5 ml of acetonitrile, and 403 mg of carbonyldiimidazole was added thereto. The mixture was stirred for 1 hour under heat refluxing condition, 297 mg of 5-amino-2-cyanopyridine was added, and the mixture was further stirred for 1 hour under heat refluxing condition. The reaction mixture was cooled to room temperature, and the resulting crystals were collected by filtration to obtain 460 mg of 1,6-dimethyl-5-fluoro-4-hydroxy-2-oxo-N-(6-cyano-3-pyridyl)-1,2-dihydropyridine-3-carboxamide (hereinafter, referred to as present compound 12) represented by the formula:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943638B2
Source datasetuspto-grants-2011_05
ORD IDord-bbd7abf57ebf4e8cad22a107ef77922f
Source noteuspto-grants-2011_05