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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548576Generated: October 29, 2026

6-Amino-3-chloropyridazine → N-(6-chloro-3-pyridazinyl)-5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamide

https://huagongshe.com/reaction/548576

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-3-chloropyridazineHCID 21643—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-Fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acidHCID 57672122—
SolventAcetonitrileHCID 6342—
ProductN-(6-chloro-3-pyridazinyl)-5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamideHCID 5767212553.6%

Reaction Steps

300 mg of 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid and 266 mg of carbonyldiimidazole were added to 5 ml of acetonitrile. The mixture was stirred for 1 hour under heat refluxing condition. Thereafter, 212 mg of 3-amino-6-chloropyridazine was added to the mixture, and this was further stirred for 1 hour under heat refluxing condition. The reaction mixture was cooled to room temperature and crystals were produced. The crystals were collected by filtration to obtain 250 mg of N-(6-chloro-3-pyridazinyl)-5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamide (present compound 19):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943614B2
Source datasetuspto-grants-2011_05
ORD IDord-334886270023491d97b45b1124c16fc5
Source noteuspto-grants-2011_05