2-Fluoro-4-(methylsulfanyl)aniline → Ethyl 4-(2-fluoro-4-(methylthio)phenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

HRID 15967Notes

Reaction equation

HRID 15967 reaction equation
Cl[C:2]1[C:3]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:4][N:5]([CH3:10])[C:6](=[O:9])[C:7]=1[CH3:8].[F:16][C:17]1[CH:23]=[C:22]([S:24][CH3:25])[CH:21]=[CH:20][C:18]=1[NH2:19]>>[F:16][C:17]1[CH:23]=[C:22]([S:24][CH3:25])[CH:21]=[CH:20][C:18]=1[NH:19][C:2]1[C:3]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:4][N:5]([CH3:10])[C:6](=[O:9])[C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 220256172-Fluoro-4-(methylsulfanyl)anilineHCID 66674070Ethyl 4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

Product 1

HCID 66674013Ethyl 4-(2-fluoro-4-(methylthio)phenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridazine-3-carboxylateYield 81%

Procedure

The title compound was prepared in 81% yield by the procedure described in Example 166 (step H) using ethyl 4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridazine-3-carboxylat (500 mg, 2.17 mmol) and 2-fluoro-4-methylthioaniline (375 mg, 2.38 mmol).

Sources & evidence

ORD record
ord-17602121895d46cd84ee63f40498fb50
Source dataset
uspto-grants-2010_06
Patent number
US07732616B2

Reaction notes

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