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

HRID 1631929Notes

Reaction equation

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

Participants

Conditions

Temperature: 60 °C

Procedure

{3,5-Dimethyl-1-[4-(4-trifluoromethyl-phenylsulfanylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid methyl ester (intermediate 16.1.3, 80 mg, 0.18 mmol) was dissolved in 2 ml dioxane and aqueous NaOH solution (0.36 ml, 1 M) was added. After stirring for 2.5 h at 60° C. and dilution with water, aqueous HCl solution (0.37 ml, 1 M) was added. The product was isolated by filtration, washed with water and dried under reduced pressure.

Workup

customThe product was isolated by filtration
washwashed with water
customdried under reduced pressure

Sources & evidence

ORD record: ord-af327ff5b00c46118e167f5993b50919
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08791272B2

Reaction notes

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