2,6-bis[(2-hydroxyethyl)amino]-4-methylnicotinonitrile synthesis

Yield:38841-88-2 60%

Reaction Conditions:

with potassium carbonate in chlorobenzene; for 8 h;Reflux;

Steps:

7.1

Step 1 : 2,6-b/s-(2-hydroxyethylamino)-4-methvlnicotinonitrile (1) 2,6-Dichloro-4-methylnicotinonitrile (9.35 g, 0.05 mol), potassium carbonate (17.3 g, 0.125 mol) and ethanolamine (7.64 g, 0.125 mol) are stirred in chlorobenzene (100 ml) under reflux for 8 hours. The chlorobenzene layer is decanted off and the residue boiled in additional chlorobenzene (100 ml). After decantation, the residue is boiled in acetone (100 ml), decanted and the combined organic fractions are evaporated to dryness to yield 2,6-bis- (2-hydroxyethylamino)-4-methylnicotinonitrile (1) as a sticky solid (7.1 g, 60 %). Mp vague >125°C.

References:

WO2012/19704,2012,A1 Location in patent:Page/Page column 80-81