Hydrochloric Acid → HCID 67118477, compound

Participants

Reaction Steps

Ethyl (2-{7-(benzyloxy)-5-[4-(methylsulfonyl)phenoxy]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetate (470 mg) was dissolved in tetrahydrofuran (8 mL), lithium borohydride (100 mg) was added, and the mixture was stirred at room temperature for 13 hr. 1M Hydrochloric acid was added to the reaction mixture, and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed successively with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate, filtrated, and concentrated under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (ethyl acetate:hexane=30:70 to 100:0, volume ratio), and the obtained yellow oil was crystallized from ethanol. The obtained crystals were recrystallized from ethanol to give the title compound (52 mg, yield 12%) as colorless crystals. melting point 97-98° C. MS 523 (MH+).

Provenance & Evidence