Hydrochloric Acid → 6-(4-hydroxy-3,5-dimethyl-phenyl)-4-[6-(4-methyl-piperazin-1-ylmethyl)-1H-indol-2-yl]-2H-pyridazin-3-one

Participants

Reaction Steps

475 mg 2-[6-(4-Hydroxy-3,5-dimethyl-phenyl)-3-methoxy-pyridazin-4-yl]-6-(4-methyl-piperazin-1-ylmethyl)-indole-1-carboxylic acid tert-butyl ester are dissolved in 10 mL acetonitrile. 432 □L TMSCl and 565 mg potassium iodide are added. The reaction mixture is heated to reflux for 3 hours. After cooling to rt, 1 mL conc. HCl is added and the reaction mixture stirred for 1 hour. Then the mixture was concentrated in vacuo. Purification by HPLC and addition of 1 N aq. HCl before lyophilisation affords 53 mg (13%) 6-(4-hydroxy-3,5-dimethyl-phenyl)-4-[6-(4-methyl-piperazin-1-ylmethyl)-1H-indol-2-yl]-2H-pyridazin-3-one as its chloride salt.

Provenance & Evidence