Reacción #657322

ord-283af891170a41819dfe6340dae04fa3

Ecuación de reacción

Fc1ccc(-c2cc3ncccn3n2)cc1
2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine
O=C1CCC(=O)N1Br
N-bromosuccinimide
O
water
Fc1ccc(-c2nn3cccnc3c2Br)cc1
3-bromo-2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine
Rendimiento 76.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with dichloromethane (3×100 mL)
  2. 2
    SecadoThe organic layer is dried over anhydrous magnesium sulphate
  3. 3
    Filtraciónfiltered
  4. 4
    Concentraciónconcentrated under reduced pressure
  5. 5
    FiltraciónThe crude material is filtered through a short pad of silica

Procedimiento

To a solution of 2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine (5.8 g, 0.027 mol) in chloroform (60 mL) is added, at 0° C., N-bromosuccinimide (4.8 g, 0.027 mol). The mixture is stirred at room temperature for 1 h 30. The reaction mixture is then poured into water and extracted with dichloromethane (3×100 mL). The organic layer is dried over anhydrous magnesium sulphate, filtered and concentrated under reduced pressure. The crude material is filtered through a short pad of silica. 6 g (75%) of 3-bromo-2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine are obtained as a brown solid which is used in the next step without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09023844B2uspto-grants-2015_05