BENZYL 6-HYDROXYNICOTINATE synthesis

Yield:191157-01-4 64%

Reaction Conditions:

Stage #1: 6-hydroxy-3-pyridinecarboxylic acidwith thionyl chloride for 1 h;Heating / reflux;
Stage #2: benzyl alcohol

Steps:

4.a

Example 4; l-(2-Morpholin-4-yl-2-oxo-ethyl)-6-oxo-l,6-dihydro-pyridine-3- carboxylic acid [5-(3-pyridin-3-yI-5-trifluoromethyl-pyrazol-l-yl)-pyridin-2-yl] - amide; Step a; A solution of 6-hydroxynicotinic acid (17.0 g, 122.2 mmol) in thionyl chloride (20 mL) is heated at reflux for 1 hour. The reaction mixture is allowed to cool to room temperature, concentrated under vacuo, treated with benzyl alcohol (25 mL), triturated with ethyl acetate, filtered and dried to give 6-oxo-l,6-dihydro-pyridine-3-carboxylic acid benzyl ester (17.9 g, 64 %).

References:

WO2007/67836,2007,A2 Location in patent:Page/Page column 95-96