Water → HCID 44236794, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl (2-{7-(2-methoxy-1-methylethoxy)-5-[4-(methylsulfonyl)phenoxy]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetate (277 mg) in tetrahydrofuran (5 mL) was added lithium borohydride (55 mg) at 0° C. After stirring at 0° C. for 1.5 h, lithium borohydride (22 mg) was added to the mixture. The whole was stirred at 0° C. for 2 h, at room temperature for 2.5 h, and then at 50° C. overnight. Water was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (ethyl acetate:methanol=100:0 to 95:5, volume ratio) to give the title compound (37% mg, 15%) as a white amorphous solid. MS 505 (MH+).

Provenance & Evidence