Sodium Hydroxide → HCID 58081046, compound

Participants

Reaction Steps

To a solution of ethyl [2-(5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetate (4 g) in ethanol (50 mL) and tetrahydrofuran (50 mL) was added 1N aqueous sodium hydroxide solution (17.4 mL), and the mixture was stirred at room temperature for 15 hr. The reaction mixture was concentrated, and water was added to the residue, and the mixture was washed with ethyl acetate. To the aqueous layer was added 1N hydrochloric acid for neutralization, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure, and crystallized from ethyl acetate and diethyl ether to give the title compound (2.2 g, yield 59%) as yellow powder.

Provenance & Evidence