Reaction #2252788

Reaction equation

2-hydroxymethylpiperazine

7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

→

1-Ethyl-6-fluoro-1,4-dihydro-7-[3-(hydroxymethyl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid, hydrochloride

Solvents

pyridine

Conditions

Workup

1. 1
   OtherThe solvent was removed
2. 2
   workup.ADDITIONadded to a column of flash grade silica gel
3. 3
   WashThe column was eluted with methanol:water (95:5)
4. 4
   OtherThe product fraction was collected
5. 5
   workup.DISSOLUTIONdissolved in methanoldichloromethane

Procedure

A mixture of 2 g of 2-hydroxymethylpiperazine, 1 g of 7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and 8 ml of pyridine was heated at 130° C. in a sealed bottle, under argon, overnight. The solvent was removed and the residue adsorbed onto silica gel, then added to a column of flash grade silica gel. The column was eluted with methanol:water (95:5). The product fraction was collected, dissolved in methanoldichloromethane and converted to the hydrochloride salt, mp >275° C.

Source