3-Chloro-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid synthesis

Yield:68160-46-3 59%

Reaction Conditions:

with chloro-trimethyl-silane;sodium iodide in acetonitrile at 80; for 12 h;

Steps:

B Step B: 3-Chloro-6-hydroxypicolinic acid.

To a solution of 3-chloro-6-methoxypicolinic acid (5 g, 26.66 mmol) and trimethylsilyl chloride (TMSCl) (5.79 g, 53.31 mmol, 6.77 mL) in MeCN (65 mL) was added NaI (7.99 g, 53.31 mmol). The reaction mixture was stirred at 80 °C for 12 h. The reaction mixture was concentrated in vacuo. The residue was triturated with water (50 mL) and filtered to collect the filter cake. The filter cake was triturated with dichloromethane (50 mL) at 25^oC and then filtered. The filter cake was dried to give the title compound as white solid (2.8 g, 15.81 mmol, 59% yield, 98% purity). MS (ESI): mass calcd. for C₆H₄ClNO₃, 173.0; m/z found, 174.6 [M+H]⁺.

References:

WO2020/144638,2020,A1 Location in patent:Page/Page column 78