tert-Butyl piperazine-1-carboxylate → HCID 18382134, compound

HRID 2297547Notes

Reaction equation

HRID 2297547 reaction equation
C(N1CCNCC1)(OC(C)(C)C)=O.C([N:21]1[CH2:26][CH2:25][N:24]([C:27](=[O:41])[NH:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]3[N:39]=[C:38]([CH3:40])[O:37][N:36]=3)=[CH:31][CH:30]=2)[CH2:23][CH2:22]1)(OC(C)(C)C)=O>C1(C)C=CC=CC=1>[CH3:40][C:38]1[O:37][N:36]=[C:35]([C:32]2[CH:33]=[CH:34][C:29]([NH:28][C:27]([N:24]3[CH2:25][CH2:26][NH:21][CH2:22][CH2:23]3)=[O:41])=[CH:30][CH:31]=2)[N:39]=1

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 18382102HCID 18382102, compound

Product 1

HCID 18382134HCID 18382134, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Heating with BOC-piperazine in toluene gives in a rearrangement reaction, after customary work-up, 1-BOC-4-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylcarbamoyl]-piperazine. Removal of the BOC group with TFA in CH2C2 gives 4-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenyl-carbamoyl]piperazine (“C”).

Workup

  1. customgives in a rearrangement reaction
  2. customRemoval of the BOC group with TFA in CH2C2

Sources & evidence

ORD record
ord-d139187666b24374aed30b4dd3a5052b
Source dataset
uspto-grants-2002_12
Patent number
US06492368B1

Reaction notes

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