Trifluoroacetic acid → Benzyl (2S)-2-methylpiperazine-1-carboxylate

HRID 1970546Notes

Reaction equation

HRID 1970546 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[C@@H:10]([CH3:24])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH2:17]([O:16][C:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][C@@H:10]1[CH3:24])=[O:15])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 29921716HCID 29921716, compound

Product 1

HCID 40425199Benzyl (2S)-2-methylpiperazine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4.3 g (S)-2-Methyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester in 20 ml dichloromethane was stirred in the presence of 10 ml TFA for 16 h. The solution was concentrated and the residue codistilled twice with toluene to give the crude hydrotrifluoroacetate. Yield: 6.4 g.

Workup

  1. concentrationThe solution was concentrated
  2. customto give the crude hydrotrifluoroacetate

Sources & evidence

ORD record
ord-31083060ec4546e6bb1e81dcf4886988
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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