Trifluoroacetic acid → Trifluoroacetylpiperazine

HRID 1961369Notes

Reaction equation

HRID 1961369 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]([N:5]1[CH2:10][CH2:9][N:8](C(O)=O)[CH2:7][CH2:6]1)=[O:4].FC(F)(F)C(O)=O>C(Cl)Cl>[F:15][C:2]([F:1])([F:14])[C:3]([N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22103687HCID 22103687, compound

Product 1

HCID 7172020Trifluoroacetylpiperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of compound 4-(2,2,2-trifluoro-acetyl)-piperazine-1-carboxylic acid tent-butyl ester (15.15 g, 53.69 mmol) in CH2Cl2 (60 mL) was added trifluoroacetic acid (18 mL) at room temperature. The resulting mixture was stirred at room temperature for 18 h. The solvent was removed by evaporation. Diethyl ether (100 mL) was added to the residue. The white solid was collected by filtration, washed with diethyl ether, and dried under vacuum. The resulting residue, the title compound, was used in the next reaction without further purification. MS m/z (M+H+) 183.1.

Workup

  1. customThe solvent was removed by evaporation
  2. additionDiethyl ether (100 mL) was added to the residue
  3. filtrationThe white solid was collected by filtration
  4. washwashed with diethyl ether
  5. customdried under vacuum
  6. customThe resulting residue, the title compound, was used in the next reaction without further purification

Sources & evidence

ORD record
ord-24e0775fd8784ae3b495ba39c4c2bd82
Source dataset
uspto-grants-2013_04
Patent number
US08415341B2

Reaction notes

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