Hydrochloric Acid → HCID 59301400, compound

HRID 1641796Notes

Reaction equation

HRID 1641796 reaction equation
C([O:3][C:4]([C:6]1[N:7]([CH2:17][C:18]([F:21])([F:20])[F:19])[N:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:10]=1)=[O:5])C.[OH-].[Na+].Cl>CO>[C:11]1([C:9]2[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]([CH2:17][C:18]([F:19])([F:20])[F:21])[N:8]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66738313HCID 66738313, compound

Product 1

HCID 59301400HCID 59301400, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5-phenyl-2-(2,2,2-trifluoro-ethyl)-2H-pyrazole-3-carboxylic acid ethyl ester (360 mg, 1.21 mmol) and 1N aqueous sodium hydroxide solution (3.6 mL, 3.6 mmol) in methanol (10 mL) was stirred at room temperature overnight. The reaction mixture was acidified to pH ˜2 with 1N aqueous hydrochloric acid and concentrated to give 5-phenyl-2-(2,2,2-trifluoro-ethyl)-2H-pyrazole-3-carboxylic acid as an off-white solid, which was directly used in the next step without further purification. LCMS calcd for C12H9F3N2O2 (m/e) 270, obsd 271 (M+H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-f5c90982c9f5498c8282a83b941acf5d
Source dataset
uspto-grants-2012_02
Patent number
US08115011B2

Reaction notes

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