Water → 5-Bromo-3-phenoxypyrazin-2-amine

HRID 2217971Notes

Reaction equation

HRID 2217971 reaction equation
O.O.O.[O-:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Na+].Br[C:13]1[C:14]([NH2:20])=[N:15][CH:16]=[C:17]([Br:19])[N:18]=1.O>C(#N)C>[Br:19][C:17]1[N:18]=[C:13]([O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:14]([NH2:20])=[N:15][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6200042-Amino-3,5-dibromopyrazineHCID 23681143Sodium Phenoxide Trihydrate

Product 1

HCID 179560215-Bromo-3-phenoxypyrazin-2-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Sodium phenoxide trihydrate (0.5 g) and 3,5-dibromo-2-pyrazinamine (0.5 g) in acetonitrile (20 mL) were heated at reflux for 7 hours. After cooling, water was added and the reaction mixture extracted with ethyl acetate (x2). The combined extracts were dried (MgSO4) and the solvent evaporated to give the sub-title compound as a white solid.

Workup

  1. temperatureat reflux for 7 hours
  2. temperatureAfter cooling
  3. extractionthe reaction mixture extracted with ethyl acetate (x2)
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. customthe solvent evaporated

Sources & evidence

ORD record
ord-5108105ed69245bb8a1aa50a4ef0b6f7
Source dataset
uspto-grants-2008_08
Patent number
US07410972B2

Reaction notes

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