Trifluoroacetic acid → (R)-benzyl 2-methylpiperazine-1-carboxylate

HRID 1970541Notes

Reaction equation

HRID 1970541 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 53886770(R)-4-Boc-1-Cbz-2-methyl-piperazine

Product 1

HCID 40424346(R)-benzyl 2-methylpiperazine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4.3 g (R)-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: 6.1 g.

Workup

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

Sources & evidence

ORD record
ord-6a23a07fcd1442c288ef8fb2314ac3c4
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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