Trifluoroacetic acid → HCID 4741928, compound

HRID 238217Notes

Reaction equation

HRID 238217 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:32])[CH2:14][N:15]1[CH2:20][CH2:19][N:18]([S:21]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)(=[O:23])=[O:22])[CH2:17][CH2:16]1)(C)(C)C>ClCCl>[CH3:31][O:30][C:27]1[CH:28]=[CH:29][C:24]([S:21]([N:18]2[CH2:17][CH2:16][N:15]([CH2:14][C:13]([OH:32])=[O:12])[CH2:20][CH2:19]2)(=[O:23])=[O:22])=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 8687359HCID 8687359, compound

Product 1

HCID 4741928HCID 4741928, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (2.5 mL) was added to a solution of [4-(4-methoxy-benzenesulfonyl)-piperazin-1-yl]-acetic acid tert-butyl ester (1.48 g, 4 mmol) in dichloromethane (10 mL). The reaction was stirred at room temperature for 3 days. The solvent was removed in vacuo and the residue was triturated with diethyl ether. Filtration yielded the product as a white solid (1.25 g, quant.). 1H NMR (400 MHz, DMSO-d6) δ 7.70 (dt, J=9.6, 2.4 Hz, 2H), 7.21 (dt, J=9.6, 2.4 Hz, 2H), 3.86 (m, 5H), 3.09 (m, 8H).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was triturated with diethyl ether
  3. filtrationFiltration

Sources & evidence

ORD record
ord-7c75c979352f48ca9b24b7bb75c0bd58
Source dataset
uspto-grants-2014_02
Patent number
US08642609B2

Reaction notes

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