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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1407232Generated: October 30, 2026

1-(2,5-Difluoro-4-morpholin-4-ylphenyl)-N,5-dimethoxy-N-methyl-4-oxo-1,4-dihydropyridazine-3-carboxamide → HCID 58072369, compound

https://huagongshe.com/reaction/1407232

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2,5-Difluoro-4-morpholin-4-ylphenyl)-N,5-dimethoxy-N-methyl-4-oxo-1,4-dihydropyridazine-3-carboxamideHCID 58072275—
ReactantHCID 178418689HCID 178418689—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58072369HCID 5807236977.6%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 1-(2,5-difluoro-4-morpholin-4-ylphenyl)-N,5-dimethoxy-N-methyl-4-oxo-1,4-dihydropyridazine-3-carboxamide (0.51 g, 1.2 mmol) in THF (40 mL) was added dropwise to MeMgBr (1.0 M in THF, 5.0 mL, 5.0 mmol) at −78° C. under N2. The mixture was stirred at −78° C. for 2 h. The reaction was quenched with 1 M HCl aqueous solution (5.0 mL) at −78° C. The mixture warmed up to room temperature, diluted with AcOEt, and washed with brine. The organic layer was dried over MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography eluting with AcOEt/MeOH (10/0 to 10/1) to give the title compound (340 mg, 75% yield) as a pale

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916566B2
Source datasetuspto-grants-2014_12
ORD IDord-b8bac84f254b418ebc595fa0499834f0
Source noteuspto-grants-2014_12