Réaction #792210

ord-34548fed80004ad1b8ce75e31245c770

Équation de réaction

O
water
c1cncc(-c2nc[nH]n2)c1
3-(1H-1,2,4-triazol-3-yl)pyridine
FC(F)(F)c1cccc(Cl)n1
2-chloro-6-(trifluoromethyl)pyridine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
FC(F)(F)c1cccc(-n2cnc(-c3cccnc3)n2)n1
2-[3-(Pyridin-3-yl)-1H-1,2,4-triazol-1-yl]-6-(trifluoromethyl)pyridine

Conditions de réaction

Température
120°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter cooling
  2. 2
    Extractionthe mixture was extracted three times with ethyl acetate
  3. 3
    LavageThe organic phases were washed with saturated sodium chloride solution
  4. 4
    Séchagedried over sodium sulfate
  5. 5
    Filtrationfiltered
  6. 6
    Concentrationconcentrated

Mode opératoire

100 mg (684 μmol) of 3-(1H-1,2,4-triazol-3-yl)pyridine (preparation cf. J. Org. Chem. 1979, 44, 4160-4164), 124 mg (683 μmol) of 2-chloro-6-(trifluoromethyl)pyridine and 142 mg (1.03 mmol) of potassium carbonate were initially charged in 5 ml of N,N-dimethylformamide, and the mixture was stirred at 120° C. for about 18 hours. After cooling, water was added and the mixture was extracted three times with ethyl acetate. The organic phases were washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and concentrated. This gave 180 mg (90% of theory) of 2-[3-(pyridin-3-yl)-1H-1,2,4-triazol-1-yl]-6-(trifluoromethyl)pyridine as a white solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09173396B2uspto-grants-2015_11