Sodium Hydroxide → 5-{1-[4-hydroxy-1-methyl-5-(4-trifluoromethylphenyl)-1H-pyrazol-3-yl]ethylidenehydrazinocarbonyl}thiophene-2-carboxylic Acid

HRID 2103903Notes

Reaction equation

[OH:1][C:2]1[C:3]([C:18](=[N:20][NH:21][C:22]([C:24]2[S:28][C:27]([C:29]([O:31]C)=[O:30])=[CH:26][CH:25]=2)=[O:23])[CH3:19])=[N:4][N:5]([CH3:17])[C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1.[OH-].[Na+]>>[OH:1][C:2]1[C:3]([C:18](=[N:20][NH:21][C:22]([C:24]2[S:28][C:27]([C:29]([OH:31])=[O:30])=[CH:26][CH:25]=2)=[O:23])[CH3:19])=[N:4][N:5]([CH3:17])[C:6]=1[C:7]1[CH:8]=[CH:9][C:10]([C:13]([F:16])([F:14])[F:15])=[CH:11][CH:12]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 72360041methyl 5-{[2-(1-{4-hydroxy-1-methyl-5-[4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl}ethylidene)hydrazino]carbonyl}-2-thiophenecarboxylate

Product 1

HCID 723600145-{1-[4-hydroxy-1-methyl-5-(4-trifluoromethylphenyl)-1H-pyrazol-3-yl]ethylidenehydrazinocarbonyl}thiophene-2-carboxylic AcidYield 61.5%

Procedure

From methyl 5-{[2-(1-{4-hydroxy-1-methyl-5-[4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl}ethylidene)hydrazino]carbonyl}-2-thiophenecarboxylate (150 mg, 0.32 mmol) and 1 M sodium hydroxide aqueous solution (1.60 mL, 1.60 mmol), 89.0 mg of the desired product was obtained in the same manner as in Synthetic Example 58 as a pale yellow solid (yield 61%).

Sources & evidence

ORD record: ord-c6cd2af933414bc4a79dd477a00ebfee
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576115B2

Reaction notes

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