1-Propanol → HCID 70429640, compound

Participants

Reaction Steps

6-[4-(3-Benzylaminopropionamido)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone (7.0 g; 0.019 mol) and 1-[2-methyl-4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-2,3-epoxypropane (7.32 g; 0.028 mol) were stirred under reflux in n-propanol (200 ml) for 17 hours. n-Propanol (100 ml) was distilled off and the mixture subjected to reflux for a further 24 hours. The reaction mixture was cooled, filtered and evaporated under reduced pressure to give an oily residue. This was subjected to high pressure liquid chromatography with dichloromethane:acetonitrile:methanol (200:4:4) as eluant. The fractions containing the desired compound were collected and evaporated under reduced pressure to give 6-[4-[3-[2-hydroxy-3-[2-methyl-4-(2-(cyclopropylmethoxy)ethyl)phenoxy]-N-benzylpropylamino]propionamido]phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone (5.2 g) as an oil. Unreacted epoxide (3.6 g) was also recovered.

Provenance & Evidence