Reacción #2076706

ord-da495ffc6898450cabc45f97d4bd7e96

Ecuación de reacción

C1CCOC1
THF
O=[N+]([O-])c1cccc(-c2cccc(-c3nc(-c4ccc(C(F)(F)F)cc4)cc(C(F)(F)F)n3)c2)c1
2-(3′-nitro-biphenyl-3-yl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine
Nc1cccc(-c2cccc(-c3nc(-c4ccc(C(F)(F)F)cc4)cc(C(F)(F)F)n3)c2)c1
title compound
Rendimiento 85.2%
Nc1cccc(-c2cccc(-c3nc(-c4ccc(C(F)(F)F)cc4)cc(C(F)(F)F)n3)c2)c1
3′-[4-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-biphenyl-3-ylamine
Rendimiento 85.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe catalyst was removed by filtration
  2. 2
    Otrothe obtained solution evaporated
  3. 3
    OtroThe crude product was further purified by crystallization from diethyl ether/hexane

Procedimiento

To a stirred suspension of 2-(3′-nitro-biphenyl-3-yl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine (1.6 g, 3.27 mmol) in MeOH (40 mL) was added at room temperature Pd—C (10%, 0.16 g) and THF (40 mL). The mixture was stirred at room temperature under H2 atmosphere for 2 h, the catalyst was removed by filtration and the obtained solution evaporated. The crude product was further purified by crystallization from diethyl ether/hexane to yield the title compound as an off-white solid (1.28 g, 85%). MS (ISP) 460.2 [(M+H)+]; mp 156.5° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07642264B2uspto-grants-2010_01