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

HRID 1631929
Notes
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Reaction equation

HRID 1631929 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
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 66707258{3,5-Dimethyl-1-[4-(4-trifluoromethyl-phenylsulfanylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid methyl ester2×

Product 1

HCID 58071651{3,5-Dimethyl-1-[4-(4-trifluoromethyl-phenylsulfanylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid

Reagents, catalysts & solvents

1
HCID 312751,4-DioxaneSolvent

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

  1. customThe product was isolated by filtration
  2. washwashed with water
  3. 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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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes