Water → 3-Bromo-5-(4-methylsulfonylphenyl)pyrazin-2-amine

HRID 2174654Notes

Reaction equation

HRID 2174654 reaction equation
C1C(=O)N([Br:8])C(=O)C1.[CH3:9][S:10]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:20]=[CH:21][C:22]([NH2:25])=[N:23][CH:24]=2)=[CH:15][CH:14]=1)(=[O:12])=[O:11].O>CN(C=O)C>[Br:8][C:21]1[C:22]([NH2:25])=[N:23][CH:24]=[C:19]([C:16]2[CH:15]=[CH:14][C:13]([S:10]([CH3:9])(=[O:11])=[O:12])=[CH:18][CH:17]=2)[N:20]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 580843845-[4-(Methylsulfonyl)phenyl]-2-pyrazinamine

Product 1

HCID 580843703-Bromo-5-(4-methylsulfonylphenyl)pyrazin-2-amineYield 84%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

NBS (1.807 g, 10.15 mmol) was added to a stirred solution of 5-(4-methylsulfonylphenyl)pyrazin-2-amine (2.53 g, 10.15 mmol) in DMF (40 mL) and the reaction stirred at ambient temperature for 15 hours. The reaction mixture was added slowly to rapidly stirring water and the resultant precipitate was isolated by filtration and dried in vacuo to give the sub-title compound as a beige solid that was used without further purification (2.8 g, 84% Yield).

Sources & evidence

ORD record
ord-a0da0d13b1674a2f8852c66c22ec0d2c
Source dataset
uspto-grants-2015_06
Patent number
US09062008B2

Reaction notes

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