Trifluoroacetic acid → HCID 10562391, compound

HRID 1279425Notes

Reaction equation

HRID 1279425 reaction equation
FC(F)(F)C(O)=O.C(O[N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH2:30][CH2:29][N:28](OC(C)(C)C)[CH2:27][C:26]3=C=O)=[CH:21][CH:20]=2)[C:15](=C=O)[CH2:14]1)(C)(C)C>C(Cl)Cl>[N:16]1([C:19]2[CH:20]=[CH:21][C:22]([N:25]3[CH2:26][CH2:27][NH:28][CH2:29][CH2:30]3)=[CH:23][CH:24]=2)[CH2:15][CH2:14][NH:13][CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86588192HCID 86588192, compound

Product 1

HCID 10562391HCID 10562391, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (1 ml) was added to a solution in methylene chloride (1 ml) of 1,4-bis(4-tert-butoxy-carbonyl-1-piperazinyl)benzene (59 mg; 0.13 mmol) synthesized by the above process under ice cooling, and the mixture was stirred for 30 minutes. The reaction mixture was then concentrated under reduced pressure, and the resultant concentrated residue (81 mg) was dissolved in methanol-chloroform (1:2). The solution was applied to a column packed with alumina (3 g), and the column was eluted with methanol-chloroform (1:2). The eluate was concentrated under reduced pressure, thereby obtaining 31 mg (yield: 88%) of the title compound as a colorless oil.

Workup

  1. customsynthesized by the above process under ice cooling
  2. concentrationThe reaction mixture was then concentrated under reduced pressure
  3. dissolutionthe resultant concentrated residue (81 mg) was dissolved in methanol-chloroform (1:2)
  4. washthe column was eluted with methanol-chloroform (1:2)
  5. concentrationThe eluate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8d9c173175c543c195792bfd5523d6a5
Source dataset
uspto-grants-2002_09
Patent number
US06448242B1

Reaction notes

Loading…