Acetic Acid → Sodium Acetate

HRID 34046Notes

Reaction equation

C([O:3][C:4]([C:6]1[C:7]([O:23][CH3:24])=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][N:10]=[C:9]2/[CH:15]=[CH:16]/[C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1)=[O:5])C.[OH-].[Na+:26].[C:27]([OH:30])(=[O:29])[CH3:28]>O1CCCC1>[CH3:24][O:23][C:7]1[C:6]([C:4]([OH:5])=[O:3])=[CH:14][CH:13]=[C:12]2[C:8]=1[C:9](/[CH:15]=[CH:16]/[C:17]1[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=1)=[N:10][NH:11]2.[C:27]([O-:30])(=[O:29])[CH3:28].[Na+:26]

Participants

Conditions

Temperature: 50 °C

Procedure

150 mg of 4-methoxy-3-[(E)-2-(pyridin-4-yl)-vinyl]-1H-indazole-5-carboxylic acid ethyl ester was dissolved in a mixed solvent of 3 mL tetrahydrofuran/1 mL methanol, added with 0.5 mL of 5N sodium hydroxide aqueous solution, and heated at 50° C. for 4 hours. The reaction solution was neutralized with acetic acid, and the solvent distilled off under reduced pressure, to give 500 mg of the crudely produced title compound as a mixture with sodium acetate.

Workup

distillationthe solvent distilled off under reduced pressure
customto give 500 mg of the

Sources & evidence

ORD record: ord-3b3983b507aa4be286137fa0858079b1
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07429609B2

Reaction notes

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