Sodium hydride → 6-(4-bromo-3-(pyridin-4-yl)-1H-pyrazol-1-yl)nicotinonitrile

Participants

Reaction Conditions

Reaction Steps

To 4-(4-bromo-1H-pyrazol-3-yl)-pyridine (200 mg; Example 4, Step 1) in 5 mL DMF was added slowly 0.043 g of a 60% suspension of sodium hydride in mineral oil. After 20 minutes 0.124 g 6-chloronicotinonitrile was added. The mixture was heated at 80° C. overnight. The cooled reaction mixture was diluted with water and resulting solid was collected by vacuum filtration to yield 0.26 g (89% yield) product as a tan solid. 1H NMR (CDCl3) was consistent with the desired structure. LC/MS showed one peak with a M+1 molecular ion of m/z 328.5 by positive ESI.

Provenance & Evidence