1-(3-CHLOROBENZYL)-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLIC ACID synthesis

Yield:-

Reaction Conditions:

Stage #1: 2-hydroxy-3-carboxypyridinewith methanol;sodium hydroxide;waterHeating / reflux;
Stage #2: 1-bromomethyl-3-chlorobenzene in methanol;water;

Steps:

30.I

I. l-(3-Chlorobenzyl)-2-oxo-l,2-dihydropyridine-3-carboxylic acid; [00421] To a solution of 2-hydroxynicotinic acid (2.0 g) in a wate?methanol mixture(3:10, 20 mL), NaOH (1.72 g) was added and the mixture was heated to reflux. To the resulting mixture, 3-chlorobenzyl bromide (5.9 g) was added and the mixture was refluxed overnight. The mixture was cooled to room temperature and the methanol was removed under reduced pressure. The resulting mixture was diluted with ethyl acetate and water and HCl (2 M) was added. The resulting precipitate was collected by filtration and dried under i ht t i th titl d (2 68 ) hit lid hlorobenzyl)-2-

References:

WO2008/79371,2008,A1 Location in patent:Page/Page column 148