Water → HCID 67119277, compound

Participants

Reaction Steps

Ethyl [2-(7-methoxy-5-{[5-(methylsulfonyl)pyridin-2-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetate (270 mg) was dissolved in a mixture of tetrahydrofuran (3 mL) and methanol (1.5 mL). Lithium borohydride (62 mg) was added to the mixture at 0° C. and the mixture was stirred at room temperature for 4 h. Water was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80 to 100/0, volume ratio), followed by basic silica gel column chromatography (methanol/ethyl acetate/hexane=0/20/80 to 10/90/0) to give the title compound (110 mg, 43%) as a white amorphous solid. MS 448 (MH+).

Provenance & Evidence