Sodium Bicarbonate → HCID 10190815, compound

Participants

Reaction Steps

A mixture of dimethyl 4-(2,6-dichlorophenyl)-2-{2-[4-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-1-piperazinyl]-2-oxoethyl}-6-[2-(2-{[3-(tritylamino)propoxy]methyl}phenyl)ethyl]-1,4-dihydro-3,5-pyridinedicarboxylate (355 mg/0.346 mmol) and p-toluenesulfonic acid monohydrate (246 mg/1.29 mmol) in methanol (9.4 ml) and water (3.5 ml) was stirred at reflux temperature for 4 hours. After cooling, the mixture was poured into saturated NaHCO3 aqueous solution. The whole was extracted with dichloromethane (100 ml×2). The combined organic layer was washed with brine (30 ml), dried over magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography (NH2 gel/200-350 mesh/dichloromethane:methanol=100:1-1100:2-100:5) to afford a yellow amorphous (190 mg/70%).

Provenance & Evidence