3-Methoxypropylamine → HCID 59625564, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl (3S,5R)-3-[{[2-chloro-6-(trifluoromethyl)pyridin-3-yl]carbonyl}(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate (40 mg) and diisopropylethylamine (37 μl) in 2-propanol (3 ml) was added 3-methoxypropylamine (23 μl) and the mixture was stirred at 80° C. for 15 hr. The reaction mixture was concentrated under reduced pressure, saturated aqueous sodium hydrogen carbonate was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was dissolved in methanol (2 ml), 4 M hydrogen chloride-ethyl acetate (2 ml) was added, and the mixture was stirred at room temperature for 15 hr. The reaction mixture was concentrated under reduced pressure, and the residue was subjected to reversed-phase preparative HPLC. Aqueous sodium hydrogen carbonate was added to the object fraction, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the object compound (8.8 mg).

Provenance & Evidence