Methylamine → 3-chloro-N-methyl-2-pyrazinamine(SALTDATA: FREE)

HRID 333529Notes

Reaction equation

HRID 333529 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.[CH3:9][NH2:10]>C1COCC1>[Cl:8][C:7]1[C:2]([NH:10][CH3:9])=[N:3][CH:4]=[CH:5][N:6]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 785752,3-Dichloropyrazine

Product 1

HCID 510723073-chloro-N-methyl-2-pyrazinamine(SALTDATA: FREE)Yield 43.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2,3-dichloropyrazine (15 g, 101 mmol), methanamine (9.48 g, 101 mmol), and 100 mL of THF were stirred at room temperature for 24 h. The solvent was evaporated. The residue was dissolved in dichloromethane and washed with NaOH solution. The organic layer was separated and dried over MgSO4. After evaporating solvent, the residue was purified by column using dichloromethane as solvent to give 3-chloro-N-methylpyrazin-2-amine (6.3 g, 43.6% yield).

Workup

  1. customThe solvent was evaporated
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with NaOH solution
  4. customThe organic layer was separated
  5. dry with materialdried over MgSO4
  6. customAfter evaporating solvent
  7. customthe residue was purified by column

Sources & evidence

ORD record
ord-b5c073592dcc45d18daa1a35ebb6650a
Source dataset
uspto-grants-2014_11
Patent number
US08883322B2

Reaction notes

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