Tetrahydrofuran → 5-[4-(cyclopropylsulfonyl)-1H-indazol-1-yl]-1-[5-(1,2-dihydroxy-2-methylpropyl)pyridin-2-yl]-6-(tetrahydro-2H-pyran-4-yl)hexane-1,4-dione

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Reaction Steps

A mixture of 4-[4-(cyclopropylsulfonyl)-1H-indazol-1-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one (1.80 g), 5-(1,2-dihydroxy-2-methylpropyl)pyridine-2-carbaldehyde (0.99 g), 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride (0.12 g), triethylamine (0.26 ml), tetrahydrofuran (10 mL) and ethanol (10 mL) was stirred with heating under reflux for 2 hr. The reaction mixture was concentrated, and the residue was subjected to basic silica gel column chromatography to give the title compound (1.90 g, yield 71%) as a yellow amorphous solid from the fraction eluted with ethyl acetate. MS: 584 (MH+).

Provenance & Evidence