Sodium Hydroxide → 5-Bromo-2-(trifluoromethyl)isonicotinonitrile

Temperatur

70 °C

To a 100 mL round bottom equipped with a stir bar, condenser and nitrogen inlet was charged 5.2 g (19.3 mmol) of 5-bromo-2-trifluoromethyl-isonicotinamide. The solid was diluted with 12 mL of phosphorus oxychloride. The mixture was heated at 70° C. for 3 hr. The mixture was cooled to ambient temperature and poured onto ice. The mixture was neutralized with the careful addition of 50% sodium hydroxide. The resulting off-white solid was collected by filtration, washed with water and dried in vacuo at 50° C. for 18 h. This afforded 4.5 g of 5-bromo-2-trifluoromethyl-isonicotinonitrile 1-1 as an off-white solid in a 94% yield. 1HNMR (CDCl3), δ, 9.03 (s, 1H), 7.91 (s, 1H).

1. customTo a 100 mL round bottom equipped with a stir bar, condenser and nitrogen inlet
2. temperatureThe mixture was cooled to ambient temperature
3. additionpoured onto ice
4. filtrationThe resulting off-white solid was collected by filtration
5. washwashed with water
6. customdried in vacuo at 50° C. for 18 h

ORD-Eintrag

ord-743f7cb6eadc431083e86b8a9226cbf6

Quelldatensatz

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08481738B2