Reacción #1880954

ord-d329a900d7cb40b4b85079a41e5dd220

Ecuación de reacción

O
water
[H-].[Na+]
NaH
FC(F)(F)c1cn[nH]c1
4-trifluoromethylpyrazole
Fc1cccc(Oc2csc(C(F)(F)F)c2)n1
2-fluoro-6-(2-trifluormethyl-4-thienyloxy)pyridine
FC(F)(F)c1cnn(-c2cccc(Oc3csc(C(F)(F)F)c3)n2)c1
2-(4-trifluoromethylpyrazol-1-yl)-6-(2-trifluoromethyl-4-thienyloxy)pyridine
Rendimiento 14.9%

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturacooled to RT
  2. 2
    ExtracciónAfter threefold extraction with ethyl acetate the product
  3. 3
    Lavadois washed with water and saturated sodium chloride solution
  4. 4
    Secadodried over MgSO4
  5. 5
    Concentraciónconcentrated
  6. 6
    OtroChromatographic purification on silica gel with heptane/ethyl acetate (3:7) as eluent

Procedimiento

0.114 g of 4-trifluoromethylpyrazole is introduced in 5 ml of dimethylacetamide under nitrogen and at 0° C. 0.028 g of NaH is added. The mixture is allowed to come to RT over 30 min and then 0.2 g of 2-fluoro-6-(2-trifluormethyl-4-thienyloxy)pyridine is added and the mixture is heated at 80° C. for 9 h, cooled to RT and poured into water. After threefold extraction with ethyl acetate the product is washed with water and saturated sodium chloride solution, dried over MgSO4 and concentrated. Chromatographic purification on silica gel with heptane/ethyl acetate (3:7) as eluent gives 0.043 g of 2-(4-trifluoromethylpyrazol-1-yl)-6-(2-trifluoromethyl-4-thienyloxy)pyridine as colorless crystals.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07022650B2uspto-grants-2006_04