Piperazine → Cvt-2738

HRID 1368034Notes

Reaction equation

HRID 1368034 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:13])[CH2:11]Cl.[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C(N(CC)C(C)C)(C)C>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:13])[CH2:11][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 707982-Chloro-N-(2,6-dimethylphenyl)acetamideHCID 81531Diisopropylethylamine

Product 1

HCID 2608606Cvt-2738

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of compound 3 (5 g, 25.2 mmol) in ethanol (100 mL) was added piperazine 4 (2.1 g, 25.0 mmol) and N,N-diisopropylethylamine (3.2 g, 25.2 mmol). The reaction mixture was refluxed for 24 h. The mixture was concentrated in vacuo and the residue was purified by column chromatography (10:1 DCM: MeOH) to afford compound 5.

Workup

  1. temperatureThe reaction mixture was refluxed for 24 h
  2. concentrationThe mixture was concentrated in vacuo
  3. customthe residue was purified by column chromatography (10:1 DCM: MeOH)

Sources & evidence

ORD record
ord-71c178076df2433e87dcdf606395f5a7
Source dataset
uspto-grants-2003_06
Patent number
US06573264B1

Reaction notes

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