Réaction #1005964

ord-91d1c8a397ac46538594b552431e13fc

Équation de réaction

O=C([O-])O.[Na+]
sodium bicarbonate
Br.CC(=O)OCCn1cc(C(F)(F)F)ccc1=N
(2-imino-5-trifluoromethyl-2H-pyridin-1-yl)ethyl acetate hydrobromide
O=P(Br)(Br)Br
phosphorus oxybromide
CCC#N
propionitrile
FC(F)(F)c1ccc2nc(Br)cn2c1
2-bromo-6-trifluoromethyl-imidazo[1,2-a]pyridine
Rendement 61.6%

Conditions de réaction

Température
100°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe cooled reaction mixture
  2. 2
    Filtrationa 5 M aqueous sodium hydroxide solution, and the precipitated solid was filtered
  3. 3
    LavageThe resulting solid was washed with water and n-hexane

Mode opératoire

A mixture of 1.63 g of (2-imino-5-trifluoromethyl-2H-pyridin-1-yl)ethyl acetate hydrobromide, 2.84 g of phosphorus oxybromide and 2 ml of propionitrile was stirred at 100° C. for 2.5 hours. The cooled reaction mixture was neutralized in a saturated aqueous sodium bicarbonate solution and a 5 M aqueous sodium hydroxide solution, and the precipitated solid was filtered. The resulting solid was washed with water and n-hexane to obtain 808 mg of 2-bromo-6-trifluoromethyl-imidazo[1,2-a]pyridine.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09271500B2uspto-grants-2016_03