Acetic Acid → (3-Amino-6-bromo-5-methylpyrazin-2-yl)(phenyl)methanone

HRID 81493Notes

Reaction equation

HRID 81493 reaction equation
C(=O)([O-])[O-].[K+].[K+].C(O)(=O)C.[NH2:11][C:12]1[C:13]([C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:20])=[N:14][CH:15]=[C:16]([CH3:18])[N:17]=1.[Br:27]Br>>[NH2:11][C:12]1[C:13]([C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:20])=[N:14][C:15]([Br:27])=[C:16]([CH3:18])[N:17]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 11430Potassium CarbonateHCID 24408BromineHCID 68631897(3-Amino-5-methyl-pyrazin-2-yl)-phenyl-methanone

Product 1

HCID 87523235(3-Amino-6-bromo-5-methylpyrazin-2-yl)(phenyl)methanone

Procedure

Potassium carbonate (0.23 g, 1.64 mmol) is dissolved in glacial acetic acid (5 ml, 1.64 mmol) and (3-amino-5-methyl-pyrazin-2-yl)-phenyl-methanone (0.17 g, 0.82 mmol) and bromine (0.055 ml, 1.07 mmol) are added. The resulting yellow solution is stirred at room temperature for 1.5 hours. The solvent is removed in vacuo, and the residue is suspended in DCM, filtered and washed with DCM. The filtrated is concentrated and dried in vacuo to yield the title compound as a yellow solid. [M+H]+ 292.

Workup

  1. customThe solvent is removed in vacuo
  2. filtrationfiltered
  3. washwashed with DCM
  4. concentrationThe filtrated is concentrated
  5. customdried in vacuo

Sources & evidence

ORD record
ord-d3841013166d42c6a87c6ab45a5822c0
Source dataset
uspto-grants-2014_09
Patent number
US08846687B2

Reaction notes

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