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

HRID 82172Notes

Reaction equation

HRID 82172 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%

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 (1.3 g, 5.2 mmol) (see Preparation 84) 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 in 79% yield, 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-14e98db93a614314ae13268224b1a2f8
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

Loading…