Trifluoroacetic acid → 2,2-Dimethyl-piperazine-1-carboxylic acid benzyl ester trifluoroacetate

HRID 334016Notes

Reaction equation

HRID 334016 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:10]([CH3:25])([CH3:24])[CH2:9]1)=O)(C)(C)C.[C:26]([OH:32])([C:28]([F:31])([F:30])[F:29])=[O:27]>C(Cl)Cl>[F:29][C:28]([F:31])([F:30])[C:26]([OH:32])=[O:27].[CH2:17]([O:16][C:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][C:10]1([CH3:25])[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 866882422,2-Dimethyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester

Product 1

HCID 866882432,2-Dimethyl-piperazine-1-carboxylic acid benzyl ester trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 23.0 g (66.1 mmol) 2,2-dimethyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester in 200 mL DCM was treated with 34.5 mL (448 mmol) TFA. The reaction mixture was stirred at RT over night and concentrated in vacuo. The residue was triturated with diethyl ether. The solid was filtered, washed with diethyl ether and dried.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was triturated with diethyl ether
  3. filtrationThe solid was filtered
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-be979f75eca64c9e86700098f3a4631d
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

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