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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548575Generated: October 30, 2026

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

https://huagongshe.com/reaction/548575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantBromobenzeneHCID 7961—
Reactant6-Amino-3-chloropyridazineHCID 21643—
ReactantEthyl 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylateHCID 57619577—
SolventMethanolHCID 887—
ProductN-(6-chloro-3-pyridazinyl)-5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamideHCID 5767212566.4%

Reaction Conditions

Temperature160 °C

Reaction Steps

600 mg of ethyl 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylate and 194 mg of 3-amino-6-chloropyridazine were added to 5 ml of bromobenzene, and the mixture was stirred at 160° C. for 4 hours. The reaction mixture was cooled to room temperature, and subjected to silica gel chromatography (chloroform:methanol=20:1). The resulting crude product was washed with a mixture of t-butyl methyl ether and n-hexane, and dried to obtain 311 mg of N-(6-chloro-3-pyridazinyl)-5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamide (hereinafter, referred to as present compound 19) represented by the formula:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943614B2
Source datasetuspto-grants-2011_05
ORD IDord-f41b64e9e3134b979aae799e74b15d2e
Source noteuspto-grants-2011_05