Methylamine → N,3-Dimethylpyrazin-2-amine

HRID 1020267Notes

Reaction equation

HRID 1020267 reaction equation
Cl[C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[CH:4][N:3]=1.[CH3:9][NH2:10]>>[CH3:9][NH:10][C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 66769Pyrazine, 2-chloro-3-methyl-

Product 1

HCID 44327445N,3-Dimethylpyrazin-2-amine

Procedure

2-chloro-3-methylpyrazine (124 mg, 1.0 mmol) and methylamine (5 mL, 2M solution in THF) was irradiated in a microwave oven at 190° C. for 10 hours. The solution is evaporated and the residue was dissolved in CH2Cl2 (10 mL). It was partitioned with NaOH (1 mL, 5N), dried with NaSO4, filtered and volatiles removed in vacuo to afford N,3-dimethylpyrazin-2-amine. 1H NMR (400 MHz, CDCl3): 7.92 (d, 1H), 7.70 (d, 1H), 4.40 (s, br, 1H), 3.03 (d, 3H), 2.36 (s, 3H). MS (ES+): M/Z 124 (M+1).

Workup

  1. customThe solution is evaporated
  2. dissolutionthe residue was dissolved in CH2Cl2 (10 mL)
  3. customIt was partitioned with NaOH (1 mL, 5N)
  4. dry with materialdried with NaSO4
  5. filtrationfiltered
  6. customvolatiles removed in vacuo

Sources & evidence

ORD record
ord-a62f1954fc154409a7c090afa8830d36
Source dataset
uspto-grants-2014_05
Patent number
US08716320B2

Reaction notes

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