Dimethylamine → 6-(Dimethylamino)pyrazine-2-carbonitrile

HRID 499556

Reaction equation

HRID 499556 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]#[N:9])[N:3]=1.[CH3:10][NH:11][CH3:12].C(#N)C.C1COCC1>O.C(OCC)(=O)C>[C:8]([C:4]1[CH:5]=[N:6][CH:7]=[C:2]([N:11]([CH3:12])[CH3:10])[N:3]=1)#[N:9]

Participants

7

Reactant 4

HCID 674DimethylamineHCID 6342AcetonitrileHCID 8028TetrahydrofuranHCID 813036-Chloropyrazine-2-carbonitrile

Product 1

HCID 232734596-(Dimethylamino)pyrazine-2-carbonitrileYield 55%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

2-Chloro-6-cyanopyrazine (0.85 g, 6.09 mmol) and 1.67 N dimethylamine in acetonitrile (4.00 ml, 6.70 mmol) were added to THF (100 ml), and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated to give the titled compound (0.50 g, 55%) as pale yellow crystals.

Workup

  1. washThe organic layer was washed with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-aa45f43810d74b31af6b3328805d96d4
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Linked notes

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