Dimethylformamide → HCID 67118513, compound

Participants

Reaction Steps

A mixture of (2-{7-[(1-methyl-1H-imidazol-2-yl)methoxy]-5-[4-(methylsulfonyl)phenoxy]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetic acid (210 mg), 1-[3-(dimethylamino)propyl-3-ethylcarbodiimide hydrochloride (150 mg), 1-hydroxybenzotriazole ammonium salt (118 mg) and N,N-dimethylformamide was stirred at room temperature for 5 hr. The reaction solution was concentrated under reduced pressure, water was added to the residue, and the mixture was washed with diisopropyl ether. Sodium chloride was added to the aqueous layer to give a saturated solution, and the mixture was subjected to extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, filtrated, and concentrated under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (methanol:ethyl acetate=0:100 to 25:75, volume ratio), and the obtained amorphous solid was crystallized from diethyl ether to give the title compound (50 mg, yield 24%) as colorless crystals. melting point 130-131° C. MS 540 (MH+).

Provenance & Evidence