Reacción #448595

ord-13e1cd739e3b4ec59ea400f3adfb8c5f

Ecuación de reacción

BrBr
bromine
Cc1cnc(N)cn1
2-amino-5-methylpyrazine
Cc1cnc(N)c(Br)n1
2-amino-3-bromo-5-methylpyrazine

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONafter addition
  2. 2
    Lavadowas then washed with water (50 ml)
  3. 3
    SecadoThe organic phase was dried (MgSO4) and volatile material
  4. 4
    Otrowas removed by evaporation
  5. 5
    Otroto give a yellow oil
  6. 6
    OtroThe oil was purified by elution with dichloromethane through a silica gel Mega Bond Elut column

Procedimiento

A solution of bromine (0.11 ml) in chloroform (20 ml) was added dropwise over 20 minutes to a solution of 2-amino-5-methylpyrazine (0.218 g) in chloroform (30 ml) which was protected from light. The reaction mixture was stirred for 90 minutes after addition was complete and was then washed with water (50 ml). The organic phase was dried (MgSO4) and volatile material was removed by evaporation to give a yellow oil. The oil was purified by elution with dichloromethane through a silica gel Mega Bond Elut column to give 2-amino-3-bromo-5-methylpyrazine (0.286 g) as a white solid, m.p. 51°-52° C.; mass spectrum (+ve CI): 188 (M+H)+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05866568uspto-grants-1999_02