Methylamine → 3-Amino-6-bromo-N-methylpyrazine-2-carboxamide

HRID 1959337Notes

Reaction equation

HRID 1959337 reaction equation
[NH2:1][C:2]1[C:3]([C:9]([O:11]C)=O)=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.[CH3:13][NH2:14]>>[NH2:1][C:2]1[C:3]([C:9]([NH:14][CH3:13])=[O:11])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 227251Methyl 3-Amino-6-bromopyrazine-2-carboxylate

Product 1

HCID 151481213-Amino-6-bromo-N-methylpyrazine-2-carboxamideYield 90%

Procedure

Methyl 3-amino-6-bromo-pyrazine-2-carboxylate (7.5 g, 32.32 mmol) was suspended in 40% aqueous methylamine and the resulting mixture stirred vigorously at RT for 4 hours. The resultant precipitate was collected, washed with water and dried to give the desired product (6.73 g, 90% Yield). 1H NMR (400.0 MHz, DMSO) d 2.76 (s, 3H), 7.75 (br s, 2H), 8.34 (s, 1H), 8.58 (b rs, 1H) ppm; MS (ES+) 232.

Workup

  1. customThe resultant precipitate was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-95db3767ebfb4bbc9ad4ee5b7376f7d8
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

Loading…