Hydrochloric Acid → HCID 21192549, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of N-(4-chlorobenzyl)-6-(hydroxymethyl)-1-[2-(2-methoxyethoxy)ethyl]4-oxo-1,4-dihydro-3-quinolinecarboxamide (197 mg) from Preparation No. 41 in DMF (1 mL) is added 2,4,6-collidine (0.14 mL) and DMAP (8 mg). The solution is cooled to 0° C., and methanesulfonyl choride (69 μL) is added. After 18 h, the mixture is added to 20 mL of rapidly stirred water containing 0.75 mL of 1N HCl. The resulting precipitate is filtered, washed well with water, and dried in vacuo to afford 183 mg of N-(4-chlorobenzyl)-6-(chloromethyl)-1-[2-(2-methoxyethoxy)ethyl]4-oxo-1,4-dihydro-3-quinolinecarboxamide.

Provenance & Evidence