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Sodium Hydroxide → 4-{[2-(1-{4-hydroxy-1-methyl-5-[4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl}ethylidene)hydrazino]carbonyl}-2-nitrobenzoic acid

HRID 2103899
Notes
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Reaction equation

HRID 2103899 reaction equation
[OH:1][C:2]1[C:3]([C:18](=[N:20][NH:21][C:22]([C:24]2[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[C:26]([N+:34]([O-:36])=[O:35])[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[CH:33]=[CH:32][C:27]([C:28]([OH:30])=[O:29])=[C:26]([N+:34]([O-:36])=[O:35])[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:15])([F:14])[F:16])=[CH:11][CH:12]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 72359982methyl 4-{[2-(1-[4-hydroxy-1-methyl-5-[4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl]ethylidene)hydrazino]carbonyl}-2-nitrobenzoate

Product 1

HCID 723601304-{[2-(1-{4-hydroxy-1-methyl-5-[4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl}ethylidene)hydrazino]carbonyl}-2-nitrobenzoic acidYield 71.9%

Procedure

From methyl 4-{[2-(1-{4-hydroxy-1-methyl-5-[4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl}ethylidene)hydrazino]carbonyl}-2-nitrobenzoate (0.30 mmol, 150 mg) and 1 M sodium hydroxide aqueous solution (1.48 mL, 1.48 mmol), 106.0 mg of the desired product was obtained in the same manner as in Synthetic Example 58 as a pale yellow solid (yield 73%).

Sources & evidence

ORD record
ord-6f86332f598c44b28635879f44b0118d
Source dataset
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07576115B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes