Hydrochloric Acid → HCID 57513842, compound

HRID 2368439Notes

Reaction equation

HRID 2368439 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]([F:17])([F:16])[F:15])[N:11]=[C:10]([C:18]([O:20]CC)=[O:19])[CH:9]=2)=[CH:4][CH:3]=1.O.[OH-].[Li+].O.Cl>C1COCC1.CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]([F:17])([F:15])[F:16])[N:11]=[C:10]([C:18]([OH:20])=[O:19])[CH:9]=2)=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 57513841HCID 57513841, compound

Product 1

HCID 57513842HCID 57513842, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.54 g ethyl 5-(4-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazole-3-carboxylate (1.7 mmol) and 0.21 g lithium hydroxide monohydrate (5.09 mmol) in 5 ml THF, 5 ml MeOH, and 2 mL water was stirred at room temperature for 2 h. The reaction was acidified with 1N HCl, was extracted with methanol/dichloromethane, dried over Na2SO4 and evaporated to provide 5-(4-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazole-3-carboxylic acid as a white solid. LCMS (method A) 289.2 (M+H), 287.3 (M−H).

Workup

  1. extractionwas extracted with methanol/dichloromethane
  2. dry with materialdried over Na2SO4
  3. customevaporated

Sources & evidence

ORD record
ord-1d64894aba6d4d9a98df2306ca7004c6
Source dataset
uspto-grants-2014_04
Patent number
US08703761B2

Reaction notes

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