Methanol → HCID 124581090, compound

Participants

Reaction Steps

A mixture of 0.7 g (1.44 mmol) of [2-amino-1-(4-fluorophenyl)-5-pyridin-3-yl-1H-pyrrol-3-yl]-[3-(2,2-dimethyl-[1,3]dioxolan-4(S)-ylmethoxy)-phenyl]-methanone and 0.35 g of p-toluenesulfonic acid in 20 mL of methyl alcohol and 5 mL of water was heated to 50°. After 18 h, the reaction mixture was cooled to room temperature and the solvent was concentrated under reduced pressure. The residue was partitioned between aqueous sodium bicarbonate and ethyl acetate. The organic extracts were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The product was purified by flash chromatography (gradient elution: 100% ethyl acetate-10% methyl alcohol/ethyl acetate/0.4% ammonium hydroxide). The purified product was converted to a HCl salt by treatment of an ethyl acetate solution with HCl/ether. The salt was isolated by filtration and dried to give 0.4 g (56%) of 2-amino-1-(4-fluorophenyl)-5-pyridin-3-yl-1H-pyrrol-3-yl]-3-{[2(S), 3dihydroxypropoxy]phenyl}-methanone (MH+=448).

Provenance & Evidence