Trifluoroacetic acid → HCID 87238377, compound

HRID 1785126Notes

Reaction equation

HRID 1785126 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][F:23])[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[OH:5][C:3]([C:2]([F:7])([F:6])[F:1])=[O:4].[OH:5][C:3]([C:2]([F:7])([F:6])[F:1])=[O:4].[F:23][CH2:22][CH2:21][N:18]1[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21082715tert-Butyl 4-(2-fluoroethyl)piperazine-1-carboxylate

Product 1

HCID 87238377HCID 87238377, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (3 ml, 17.5 mmol) was added to a solution of 4-(2-fluoroethyl)-piperazine-1-carboxylic acid tert-butyl ester (350 mg, 1.5 mmol) in methylene chloride (12 ml). The reaction mixture was stirred at ambient temperature for 40 minutes, before the solvent was evaporated under high vacuum. The residue was azeotroped with toluene to give 1-(2-fluoroethyl)-piperazine diTFA salt (377 mg, 96%). NMR Spectrum: (DMSOd6) 3.06 (s, 4H); 3.17 (m, 2H); 3.25 (m, 4H); 4.67 (dt, 2H); 9.03 (br s, 1H). MS-EI: 133 [MH]+

Workup

  1. customwas evaporated under high vacuum
  2. customThe residue was azeotroped with toluene

Sources & evidence

ORD record
ord-891d5ca82acf457981726b9d1a8dfc7e
Source dataset
uspto-grants-2009_03
Patent number
US07504408B2

Reaction notes

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