Hydrochloric Acid → {3,5-Dimethyl-1-[4-(4-trifluoromethyl-benzenesulfinylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid

HRID 1631931Notes

Reaction equation

C[O:2][C:3](=[O:32])[CH2:4][C:5]1[C:6]([CH3:31])=[N:7][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][S:19]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)=[O:20])=[CH:14][CH:13]=2)[C:9]=1[CH3:10].O.[OH-].[Na+].Cl>O1CCOCC1>[CH3:31][C:6]1[C:5]([CH2:4][C:3]([OH:32])=[O:2])=[C:9]([CH3:10])[N:8]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([CH2:18][S:19]([C:21]3[CH:22]=[CH:23][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:26]=3)=[O:20])=[CH:16][CH:17]=2)[N:7]=1

Participants

Conditions

Temperature: 60 °C

Procedure

{3,5-Dimethyl-1-[4-(4-trifluoromethyl-benzenesulfinylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid methyl ester (intermediate 16.2.1, 60 mg, 0.13 mmol) was dissolved in 2 ml dioxane and 1 ml water and aqueous NaOH solution (0.26 ml, 1 M) was added. After stirring for 1 h at 60° C. and dilution with water, aqueous HCl solution (0.39 ml, 1 M) was added. The mixture was extracted twice with ethyl acetate, the organic layer was dried over MgSO4 and evaporated under reduced pressure.

Workup

extractionThe mixture was extracted twice with ethyl acetate
dry with materialthe organic layer was dried over MgSO4
customevaporated under reduced pressure

Sources & evidence

ORD record: ord-37539ee22ee7499fb7b02e7551426ab0
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08791272B2

Reaction notes

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