Hydrochloric Acid → HCID 18652824, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.8 g of 4-(2-methoxyphenyl)piperazine, 1.8 g of (8aR,12aS,13aS)-3-methoxy-12-(3-chloropropane-sulfonyl)-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-isoquino[2,1-g][1,6]naphthyridine and 1 ml of triethylamine in 10 ml of DMF was stirred at 90° C. for 16 hours. The temperature was then raised to 120° C. for 8 hours and stirring continued. After cooling, the solution was acidified with 2N hydrochloric acid and then washed with ethyl acetate, the aqueous portion basified with aqueous ammonium hydroxide and extracted further with diethylether. The solvent was then dried over sodium sulfate and evaporated under reduced pressure. The residue was flash chromatographed on silica gel, eluting with ethyl acetate, to give (8aR,12aS,13aS)-3-methoxy-12-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propanesulfonyl}-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-isoquino[2,1-g][1,6]naphthyridine, a compound of formula (I).

Provenance & Evidence