Water → HCID 86692596, compound

Participants

Reaction Steps

Sodium hydride (175 mg) was added at room temperature to a solution of 1-[5-(hydroxymethyl)pyridin-2-yl]-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (935 mg) described in Reference Example 41(3) in N,N-dimethylformamide (18 ml), and stirred at the same temperature for 30 minutes. Ethyl iodide (0.6 ml) was added and the mixture was stirred at 80° C. for two hours. Then, Sodium hydride (175 mg) and ethyl iodide (0.6 ml) were added and stirred at 80° C. for two hours. After the reaction, the reaction solution was cooled to room temperature, water was added and extracted with ethyl acetate four times. The organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated, and the residue was purified with a silica gel column chromatography (n-hexane/ethyl acetate) to give 1-[5-(ethoxymethyl)pyridin-2-yl]-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (223 mg) as a white solid.

Provenance & Evidence