1H-1,2,4-Triazole → HCID 59331603, compound

Participants

Reaction Steps

To a mixture of [6-(5-[1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl]-1H-pyrrol-2-yl)pyridin-3-yl]methanol (430 mg), tributylphosphine (280 mg), 1,2,4-triazole (76 mg) and tetrahydrofuran (30 mL) was added 1,1′-(azodicarbonyl)dipiperidine (350 mg) at room temperature, and the mixture was stirred at room temperature for 15 hr. To the mixture were added 1,2,4-triazole (76 mg) and tributylphosphine (280 mg), 1,1′-(azodicarbonyl)dipiperidine (350 mg) was further added at room temperature, and the mixture was stirred at room temperature for 4 hr. The reaction mixture was concentrated, ethyl acetate was added to the residue, and the insoluble material was filtered off. The filtrate was concentrated, and the residue was subjected to silica gel column chromatography to give the title compound as a crude product from a fraction eluted with ethyl acetate-methanol (100:0-90:10, volume ratio), and the crude product was subjected to preparative HPLC to give the title compound as an oil. The oil was crystallized from acetonitrile-diethyl ether, and further recrystallized from acetone-hexane to give the title compound (38 mg, yield 8%) as colorless crystals. MS: 518 (MH+). melting point 152-153° C.

Provenance & Evidence