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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422798Generated: October 30, 2026

Hydrazine → 4-(2-Fluoro-4-methylphenylamino)-1,3-dimethyl-7,8-dihydro-1H,6H-pyrido[2,3-d]pyridazine-2,5-dione

https://huagongshe.com/reaction/422798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
Reactant2-Bromomethyl-4-(2-fluoro-4-methylphenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl esterHCID 66673447—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product4-(2-Fluoro-4-methylphenylamino)-1,3-dimethyl-7,8-dihydro-1H,6H-pyrido[2,3-d]pyridazine-2,5-dioneHCID 57636860—

Reaction Steps

To a solution of 2-bromomethyl-4-(2-fluoro-4-methylphenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl ester (1 equivalent) in MeOH is added hydrazine (1.10 equivalents). After stirring for 2 hours at room temperature, the reaction mixture is heated to 40° C. for 8 hours. The reaction mixture is diluted with EtOAc and washed with water. The organic layer is dried over MgSO4, filtered, and concentrated in vacuo to give the crude material that is purified by trituration or flash column chromatography to afford the desired product as necessary.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101639B2
Source datasetuspto-grants-2012_01
ORD IDord-97c8aac719414fc3ae8234161b3cfd04
Source noteuspto-grants-2012_01