HCID 13755513, compound → Ammonium Hydroxide

Participants

Reaction Steps

A solution of 304 mg (1.00 mmol) of 6-[4-[2-aminoethylcarbamoylmethoxy]phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone, prepared as in Example 1, and 176 mg (0.75 mmol) of (2S)-3-(2-morpholinophenoxy)-1,2-epoxypropane in 5 ml of CH3OH is heated at reflux under N2 for 5 hrs. The solvent was removed under vacuum and the residue flash chromatographed on silica gel using 250 ml of 95:5 CHCl3 :CH3OH, then 250 ml of 90:10:1 CHCl3 :CH3OH:NH4OH and finally 250 ml of 90:10:2 CHCl3 : CH3OH:NH4OH to give 227 mg of 6-{4-[N-[2-morpholinophenyl]-2-hydroxpropylamino]ethyl]carbamoylmethoxyphenyl]}-5-methyl-4,5-dihydro-3(2H)-pyridazinone as a white solid. Yield, 56%. This material is taken up in 20 ml of EtOAc and the maleate salt precipitated by the addition of 0.10M maleic acid in ethyl ether. After drying overnight under high vacuum at 50° C., 243 mg of the maleate salt is obtained as a white powder, m.p. 62° (d).

Provenance & Evidence