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

HRID 2387223
Notes
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Reaction equation

HRID 2387223 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-0af20b807c44453f968d709467813622
Source dataset
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08268834B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes