Reacción #62169

ord-00c18fae41714a069c92fdc6f3d812f9

Ecuación de reacción

O
water
c1ccc(COc2ccc(-c3n[nH]cc3-c3ccncc3)cc2)cc1
4-[3-(4-Benzyloxy-phenyl)-1H-pyrazol-4-yl]-pyridine
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
FC(F)(F)CI
1,1,1-Trifluoro-2-iodo-ethane
FC(F)(F)Cn1cc(-c2ccncc2)c(-c2ccc(OCc3ccccc3)cc2)n1
title compound
FC(F)(F)Cn1cc(-c2ccncc2)c(-c2ccc(OCc3ccccc3)cc2)n1
4-[3-(4-Benzyloxy-phenyl)-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol4-yl]-pyridine

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted 3× with dichloromethane
  2. 2
    OtroPurification via biotage MPLC chromatography
  3. 3
    Lavadoeluting with 5% methanol/0.5% ammonium hydroxide/70% ethyl acetate/hexane

Procedimiento

To a solution of 4-[3-(4-Benzyloxy-phenyl)-1H-pyrazol-4-yl]-pyridine (0.42 g) in dimethyl formamide (7 ml) was added cesium carbonate (0.65 g) and 1,1,1-Trifluoro-2-iodo-ethane (0.29 ml). The reaction mixture was heated at 60° C. for 24 h, poured into water and extracted 3× with dichloromethane. Purification via biotage MPLC chromatography, eluting with 5% methanol/0.5% ammonium hydroxide/70% ethyl acetate/hexane provided the title compound. MS: (M+H m/z=410.0).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07429665B2uspto-grants-2008_09