Trifluoroacetic acid → 2-[4-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid

HRID 1753078Notes

Reaction equation

HRID 1753078 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:24])[CH2:14][N:15]1[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:17]=[N:16]1)(C)(C)C>C(Cl)Cl>[F:22][C:20]([F:21])([F:23])[C:18]1[CH:17]=[N:16][N:15]([CH2:14][C:13]([OH:24])=[O:12])[CH:19]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70847644HCID 70847644, compound

Product 1

HCID 641764822-[4-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acidYield 79.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

Trifluoroacetic acid (10 mL) was added to tert-butyl[4-(trifluoromethyl)-1H-pyrazol-1-yl]acetate (Preparation 77, 1.3 g, 5.2 mmol) in dry DCM (10 mL) and the mixture was stirred for 18 hours at 25° C. Then the mixture was evaporated in vacuo and the residue was purified by trituration with diethyl ether:pentane (1:9, 2 mL) to afford the title compound as a white solid (79%, 800 mg).

Workup

  1. customThen the mixture was evaporated in vacuo
  2. customthe residue was purified by trituration with diethyl ether:pentane (1:9, 2 mL)

Sources & evidence

ORD record
ord-5357ed14f90d4e139b3d482be45e1b87
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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