Piperazine → HCID 69732319, compound

HRID 2182162Notes

Reaction equation

HRID 2182162 reaction equation
[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=1)[C:8]1[CH:13]=[N:12][CH:11]=[C:10](Cl)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[NH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.[OH-].[Na+]>C(O)C>[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=1)[C:8]1[N:9]=[C:10]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:11]=[N:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 14798Sodium HydroxideHCID 86588637HCID 86588637, compound

Product 1

HCID 69732319HCID 69732319, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (3-Chloro-benzyl)-(6-chloro-pyrazin-2-yl)-carbamic acid tert-butyl ester I-4e (68 mg, 0.19 mmol) and piperazine (99 mg, 1.15 mmol) in Ethanol (2 mL) were refluxed overnight. The reaction mixture was cooled and poured into 0.1M NaOH and extracted into ethyl acetate. The organic layer was washed with H2O, brine, dried (Na2SO4), and concentrated to give the title compound I-4f (38 mg).

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted into ethyl acetate
  3. washThe organic layer was washed with H2O, brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-6133cc0d02cf4d30a3286e052c5ea1d9
Source dataset
uspto-grants-2005_05
Patent number
US06894050B2

Reaction notes

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