Hydrochloric Acid → 5-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid

HRID 1695337Notes

Reaction equation

C[O:2][C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[OH-].[Na+].Cl>O1CCOCC1>[F:24][C:21]1[CH:22]=[CH:23][C:18]([C:13]2[C:12]([CH2:11][O:10][C:8]3[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[NH:6][N:7]=3)=[C:16]([CH3:17])[O:15][N:14]=2)=[CH:19][CH:20]=1

Participants

Conditions

Temperature: 90 °C

Procedure

To a solution of 5-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl ester (200 mg, 0.6 mmol) in dioxane (5 mL) was added aqueous sodium hydroxide (2 M, 3.0 mL, 6.0 mmol). After heating at 90° C. for 2 h the solution was cooled to room temperature and neutralized with aqueous hydrogen chloride (2 N). The precipitate was then filtered off and dried to afford the title compound (191 mg, 100%) as a white solid.

Workup

filtrationThe precipitate was then filtered off
customdried

Sources & evidence

ORD record: ord-b2ade3cbe54b4076a7fccc5fdee7276c
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

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