Réaction #792158

ord-76c25cfed05f422594497f2dd911cd53

Équation de réaction

Clc1cccnc1Cl
2,3-dichloropyridine
FC(F)(F)c1cc[nH]n1
3-trifluoromethylpyrazole
O=C([O-])[O-].[K+].[K+]
potassium carbonate
FC(F)(F)c1ccn(-c2ncccc2Cl)n1
title compound
Rendement 75.1%
FC(F)(F)c1ccn(-c2ncccc2Cl)n1
3-chloro-2-[3-(trifluoromethyl)-1H-pyrazol-1-yl]pyridine
Rendement 75.1%

Conditions de réaction

Température
117.5°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe reaction was cooled to 100° C.
  2. 2
    Filtrationfiltered through Celite® diatomaceous filter aid
  3. 3
    Autreto remove solids
  4. 4
    AutreN,N-Dimethylformamide and excess dichloropyridine were removed by distillation at atmospheric pressure
  5. 5
    workup.DISTILLATIONDistillation of the product at reduced pressure (b.p. 139-141° C., 7 mm)

Mode opératoire

To a mixture of 2,3-dichloropyridine (99.0 g, 0.67 mol) and 3-trifluoromethylpyrazole (83 g, 0.61 mol) in dry N,N-dimethylformamide (300 mL) was added potassium carbonate (166.0 g, 1.2 mol) and the reaction was then heated to 110-125° C. over 48 hours. The reaction was cooled to 100° C. and filtered through Celite® diatomaceous filter aid to remove solids. N,N-Dimethylformamide and excess dichloropyridine were removed by distillation at atmospheric pressure. Distillation of the product at reduced pressure (b.p. 139-141° C., 7 mm) afforded the title compound as a clear yellow oil (113.4 g).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09173400B2uspto-grants-2015_11