Trifluoroacetic acid → HCID 58786451, compound

HRID 1376050Notes

Reaction equation

HRID 1376050 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH:14]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=2[F:28])[CH2:15][NH:16][C:17]([O:19][CH3:20])=[O:18])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:20][O:19][C:17](=[O:18])[NH:16][CH2:15][CH:14]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=1[F:28])[N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58786450HCID 58786450, compound

Product 1

HCID 58786451HCID 58786451, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 4-[1-(2,4-Difluoro-phenyl)-2-methoxycarbonylamino-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (420) (0.225 g, 0.564 mmol) in MeCl2 (2.0 mL) was added TFA (2.0 mL). The reaction was allowed to stir at room temperature for 1 h. The reaction mixture was concentrated to dryness. The resulting residue was taken up in 1N HCl (30 mL) and washed with EtOAc (30 mL). The aqueous layer was made alkaline with 5N NaOH (10 mL) and the desired product was extracted into EtOAc. The organic phase was concentrated to dryness yielding 0.14 g (83%) pure product.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. washwashed with EtOAc (30 mL)
  3. extractionthe desired product was extracted into EtOAc
  4. concentrationThe organic phase was concentrated to dryness

Sources & evidence

ORD record
ord-b2e32432f0724d9bb222ecd830a8c153
Source dataset
uspto-grants-2007_01
Patent number
US07169777B2

Reaction notes

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