Methanol → methyl 1H-indazole-3-carboxylate

Participants

Reaction Steps

To a stirred solution of indazole-3-carboxylic acid (80.5 grams, 0.497 mmol, obtained in above step) in methanol (2 L) cooled at 0° C. was added thionyl chloride (120 mL, 1.59 mmol) over a period of 1 hour. The reaction temperature was gradually raised and the reaction mixture was refluxed for 5 hours. The volatiles were removed and the crude mass was diluted with dichloromethane, washed with aqueous sodium bicarbonate, dried over anhydrous sodium sulphate and the solvent was removed under reduced pressure to obtain the title compound (80.2 grams).

Provenance & Evidence