Piperidine → 5-Methyl-6-(piperidine-1-sulfonyl)-pyridine-2-carboxylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

5-Methyl-6-sulfo-pyridine-2-carboxylic acid methyl ester (340 mg, 1.47 mmol), thionyl chloride (CAN 7719-09-7, 1 mL) and 1 drop of DMF were added to methylene chloride (10 mL), and the mixture was stirred for 2 h at 40° C. The mixture was cooled to room temperature, and piperidine (CAN 110-89-4, 1.0 g, 12 mmol) in methylene chloride (10 mL) was added to the above mixture. The solvent was removed in vacuo, and the crude product was purified by prep-HPLC (eluting with 50% ethyl acetate in petroleum ether) to give the product (53 mg, 12%); MS (EI): m/e=299.1 [M+H]+.

Provenance & Evidence