Reacción #998236

Ecuación de reacción

4-(4-methoxybenzylthio)pyridine-2-amine

Bromine

→

desired product

Rendimiento 54.2%

4-(4-methoxybenzylthio)-5-bromopyridin-2-amine

Rendimiento 54.2%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe solution was concentrated
2. 2
   ExtracciónThe solution was extracted with EtOAc
3. 3
   Otrothe organic layer was dried
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe residue was purified by flash chromatography (70% EtOAc/hexanes)

Procedimiento

4-(4-methoxybenzylthio)pyridine-2-amine (2.4 g, 9.7 mmol) was dissolved in acetic acid (30 mL). Bromine (1M in AcOH, 9.8 ml, 9.8 mmol) was added dropwise at ambient temperature and the reaction stirred for 30-minutes. The solution was concentrated and the residue was neutralized with saturated NaHCO3 solution. The solution was extracted with EtOAc and the organic layer was dried and concentrated. The residue was purified by flash chromatography (70% EtOAc/hexanes) to obtain the desired product (1.71 g, 54% yield) as a yellow solid.

Fuente