1-Methylpiperazine → HCID 13300867, compound

HRID 2415763Notes

Reaction equation

HRID 2415763 reaction equation
[C:1]([C:3]1[C:4](Cl)=[N:5][CH:6]=[CH:7][N:8]=1)#[N:2].[CH3:10][N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>CO>[CH3:10][N:11]1[CH2:16][CH2:15][N:14]([C:4]2[C:3]([C:1]#[N:2])=[N:8][CH:7]=[CH:6][N:5]=2)[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 2924653-Chloropyrazine-2-carbonitrile

Product 1

HCID 13300867HCID 13300867, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-cyano-2-chloropyrazine (0.45 g, 3.2 mmol) in methanol (10 mL) was added N-methylpiperazine (0.75 mL, 6.4 mmol) and the reaction was stirred at room temperature overnight. The solvent was removed in vacuo, then the residue was dissolved in ethyl acetate. The precipitate was filtered off and the filtrate was concentrated under reduce pressure. The residue was then purified by flash chromatography on silica gel (dichloromethane/methanol 95:5) to give the title compound as a yellow oil (0.59 g).

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. filtrationThe precipitate was filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was then purified by flash chromatography on silica gel (dichloromethane/methanol 95:5)

Sources & evidence

ORD record
ord-76e4a11783a34579afd48ee37fa27ed1
Source dataset
uspto-grants-2004_11
Patent number
US06821972B2

Reaction notes

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