Methyl 3-hydrazinylbenzoate → 3-{5-[4-Oxo-1-(3-trifluoromethoxy-phenyl)-1,4-dihydro-pyridazin-3-yl]-pyrazol-1-yl}-benzoic acid methyl ester

HRID 1924532Notes

Reaction equation

HRID 1924532 reaction equation
C[N:2](C)/[CH:3]=[CH:4]/[C:5]([C:7]1[C:12](=[O:13])[CH:11]=[CH:10][N:9]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]([F:24])([F:23])[F:22])[CH:15]=2)[N:8]=1)=O.[CH3:26][O:27][C:28](=[O:37])[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([NH:35]N)[CH:30]=1>>[CH3:26][O:27][C:28](=[O:37])[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([N:35]2[C:5]([C:7]3[C:12](=[O:13])[CH:11]=[CH:10][N:9]([C:14]4[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]([F:24])([F:23])[F:22])[CH:15]=4)[N:8]=3)=[CH:4][CH:3]=[N:2]2)[CH:30]=1

Participants

3

Reactant 2

HCID 11240687Methyl 3-hydrazinylbenzoateHCID 593701233-((E)-3-Dimethylamino-acryloyl)-1-(3-trifluoromethoxy-phenyl)-1H-pyridazin-4-one

Product 1

HCID 462200463-{5-[4-Oxo-1-(3-trifluoromethoxy-phenyl)-1,4-dihydro-pyridazin-3-yl]-pyrazol-1-yl}-benzoic acid methyl ester

Procedure

Reaction of 3-((E)-3-dimethylamino-acryloyl)-1-(3-trifluoromethoxy-phenyl)-1H-pyridazin-4-one (A-6) and 3-hydrazino-benzoic acid methyl ester according to example 43 gave the desired product. MS: M=456.9 (M+H)+

Sources & evidence

ORD record
ord-6b7a0a52f44c4859b1f27eeefa1da9d9
Source dataset
uspto-grants-2012_05
Patent number
US08178538B2

Reaction notes

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