Pyridine, 2-[3-(chloromethyl)-1,2,4-oxadiazol-5-yl]- synthesis

Yield:923675-96-1 55%

Reaction Conditions:

in toluene at 110; for 4 h;

Steps:

259.1

To the stirred solution of 2-chloroacetamidoxime (1.0 g, 9.2 mmol, prepared as per the procedure given in PCT/US02/22897) in toluene (15 ml) was added nicotinyl chloride (1.37 g, 9.67 mmol) and heated at 110° C for 4 hr. The reaction mixture was diluted with ethyl acetate (50 ml) and washed with aqueous saturated sodium bicarbonate solution (2 X 25). Organic layer was evaporated under vacuum to yield the crude product. The crude product was purified using silica gel column chromatography (15 % Acetone-Hexane) to give 2-(3-chloromethyl-[l,2,4]-oxadiazole-5-yl)-ρyiidine in 55 % (0.550 g) yield. MS: m/z: 196.7 (M+l).

References:

WO2008/23248,2008,A2 Location in patent:Page/Page column 90