6-(3-fluoro-4-methoxyphenyl)-5-(4-methoxyphenyl)-2H-pyridazin-3-one → 2-(4-chlorocinnamyl)-6-(3-fluoro-4-methoxyphenyl)-5-(4-methoxyphenyl)-2H-pyridazin-3-one

HRID 1699779

Reaction equation

HRID 1699779 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]2[C:11]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)=[CH:12][C:13](=[O:16])[NH:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[Cl:25][C:26]1[CH:35]=[CH:34][C:29]([CH:30]=[CH:31][CH2:32]Cl)=[CH:28][CH:27]=1>>[Cl:25][C:26]1[CH:35]=[CH:34][C:29]([CH:30]=[CH:31][CH2:32][N:14]2[C:13](=[O:16])[CH:12]=[C:11]([C:17]3[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=3)[C:10]([C:4]3[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([F:1])[CH:3]=3)=[N:15]2)=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 183693676-(3-fluoro-4-methoxyphenyl)-5-(4-methoxyphenyl)-2H-pyridazin-3-oneHCID 53728250p-Chlorocinnamyl chloride

Product 1

HCID 542421212-(4-chlorocinnamyl)-6-(3-fluoro-4-methoxyphenyl)-5-(4-methoxyphenyl)-2H-pyridazin-3-oneYield 72.5%

Procedure

Using 6-(3-fluoro-4-methoxyphenyl)-5-(4-methoxyphenyl)-2H-pyridazin-3-one and 4-chlorocinnamyl chloride as starting materials, the procedures of Example 12 were repeated likewise, whereby the title compound was obtained in a yield of 72.5%.

Sources & evidence

ORD record
ord-10f0fb7a10bf48da89d6b70ffb656aca
Source dataset
uspto-grants-2002_02
Patent number
US06348468B1

Linked notes

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