Hydrochloric Acid → 2-(2,4-Dimethylbenzyl)-3-(4-fluorophenyl)-2H-indazole-7-carboxylic acid

HRID 735440Notes

Reaction equation

[CH3:1][C:2]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[C:12]2[C:7]([C:8]([C:21]([O:23]C)=[O:22])=[CH:9][CH:10]=[CH:11]2)=[N:6]1.[OH-].[Na+].Cl>CO>[CH3:1][C:2]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[C:12]2[C:7]([C:8]([C:21]([OH:23])=[O:22])=[CH:9][CH:10]=[CH:11]2)=[N:6]1

Participants

Conditions

Temperature: 50 °C

Procedure

A solution of methyl 2-(2,4-dimethylbenzyl)-3-(4-fluorophenyl)-2H-indazole-7-carboxylate (0.195 g, 0.5 mmol) in 5 mL methanol was treated with 1 mL of 1N NaOH and stirred at 50° C. for 1 hour. The solution was neutralized with dilute HCl and partitioned with ethyl acetate and H2O. The organic phase was dried (Na2SO4) and concentrated in vacuo to give 0.95 mg of the title compound as a yellow solid.

Workup

custompartitioned with ethyl acetate and H2O
dry with materialThe organic phase was dried (Na2SO4)
concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-78731feab545482c901a9ad2c7579301
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07592363B2

Reaction notes

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