2-Propanol, 1-amino-2-methyl- → HCID 66725958, compound

Participants

Reaction Steps

To a solution of [2-(5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetic acid (600 mg) in N,N-dimethylformamide (10 mL) were added 1-hydroxybenzotriazole monohydrate (319 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (400 mg), and 1-amino-2-methyl-2-propanol (242 mg), and the mixture was stirred at room temperature for 15 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The obtained crude product was subjected to basic silica gel column chromatography (ethyl acetate) and crystallized from acetonitrile to give the title compound (601 mg, yield 86%) as white crystals.

Provenance & Evidence