tert-Butyl piperazine-1-carboxylate → 1,1-Dimethylethyl 2-(methylamino)-2-oxoethyl piperazine-1,4-dicarboxylate

HRID 1008863Notes

Reaction equation

HRID 1008863 reaction equation
[C:1](=[O:18])([O:12][CH2:13][C:14]([NH:16][CH3:17])=[O:15])OC1C=CC([N+]([O-])=O)=CC=1.[N:19]1([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>ClCCCl>[N:19]1([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:24][CH2:23][N:22]([C:1]([O:12][CH2:13][C:14]([NH:16][CH3:17])=[O:15])=[O:18])[CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 602095484-Nitrophenyl 2-(methylamino)-2-oxoethyl carbonate

Product 1

HCID 602095541,1-Dimethylethyl 2-(methylamino)-2-oxoethyl piperazine-1,4-dicarboxylate

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Procedure

A solution, cooled to 0° C., of 1.1 g (3 mmol) of 4-nitrophenyl 2-(methylamino)-2-oxoethyl carbonate, prepared in step 3.1., in 10 ml of 1,2-dichloroethane is admixed dropwise at about 0° C. with a solution of 0.53 g (2.85 mmol) of 1,1-dimethylethyl piperazine-1-carboxylate in 5 ml of 1,2-dichloroethane. Stirring is continued at 0° C. for 1 hour, then at ambient temperature for 3 hours.

Workup

  1. customprepared in step 3.1
  2. waitat ambient temperature for 3 hours

Sources & evidence

ORD record
ord-f766fe621858406488ca6667ff6ac03e
Source dataset
uspto-grants-2011_07
Patent number
US07973042B2

Reaction notes

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