Sodium Hydroxide → 2-Fluoro-4-[(2-{1-[5-(4-t-butylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoic acid

HRID 2103891Notes

Reaction equation

HRID 2103891 reaction equation
[F:1][C:2]1[CH:11]=[C:10]([C:12]([NH:14][N:15]=[C:16]([C:18]2[C:22]([OH:23])=[C:21]([C:24]3[CH:29]=[CH:28][C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=3)[S:20][CH:19]=2)[CH3:17])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>>[F:1][C:2]1[CH:11]=[C:10]([C:12]([NH:14][N:15]=[C:16]([C:18]2[C:22]([OH:23])=[C:21]([C:24]3[CH:25]=[CH:26][C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:28][CH:29]=3)[S:20][CH:19]=2)[CH3:17])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 72360131Methyl 2-fluoro-4-[(2-{1-[5-(4-t-butylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoate

Product 1

HCID 723600352-Fluoro-4-[(2-{1-[5-(4-t-butylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoic acidYield 84.9%

Procedure

From methyl 2-fluoro-4-[(2-{1-[5-(4-t-butylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoate (56.2 mg, 0.12 mmol) and 0.2 M sodium hydroxide aqueous solution (1.26 mL, 0.25 mmol), 46.3 mg of the desired product was obtained in the same manner as in Synthetic Example 70 as a pale yellow solid (yield 85%).

Sources & evidence

ORD record
ord-3af69f47907a4b188412c16fcd7bf070
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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