Trifluoroacetic acid → 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-piperazin-1-yl-ethanone

HRID 239190Notes

Reaction equation

HRID 239190 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:35])[CH2:15][N:16]2[C:20]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[N:19][C:18]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)=[N:17]2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:34][C:31]1[CH:30]=[CH:29][C:28]([C:18]2[N:19]=[C:20]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)[N:16]([CH2:15][C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:35])[N:17]=2)=[CH:33][CH:32]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 866865224-(2-(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl)-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866865252-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-piperazin-1-yl-ethanoneYield 93.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.1 g 4-(2-(3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetyl)-piperazine-1-carboxylic acid tert-butyl ester was dissolved in 20 mL dichlormethane and 20 mL trifluoracetic acid was added. The reaction was stirred for 24 h at RT and the solvent was evaporated. Potassium carbonate solution (10%) was added to the residue, the precipate was filtered and crystallized from a mixture of acetonitrile and isopropylether to yield 2.3 g of the desired compound. (M+H)+: 384

Workup

  1. customthe solvent was evaporated
  2. additionPotassium carbonate solution (10%) was added to the residue
  3. filtrationthe precipate was filtered
  4. customcrystallized from a mixture of acetonitrile and isopropylether

Sources & evidence

ORD record
ord-c6507132f85d4d628bccdcd88ba6e596
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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