Triacetoxyperiodinane → HCID 86712570, compound

Participants

Reaction Steps

Dess-Martin periodinane (2.26 g, 5.33 mmol) was added in portions to a solution of (5-bromo-1-methyl-1H-pyrazol-4-yl)(4,6-dichloropyrimidin-5-yl)methanol (C25) (1.20 g, 3.55 mmol) in chloroform (30 mL), and the mixture was stirred for 2 hours. After filtration, the filtrate was concentrated in vacuo, diluted with ethyl acetate (300 mL), washed with saturated aqueous sodium hydrogen sulfite solution (3×150 mL), and washed with saturated aqueous sodium carbonate solution. The organic layer was dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification using silica gel chromatography (Eluent: 5:1 heptane/ethyl acetate) provided the product. Yield: 1.16 g, 3.45 mmol, 97%. LCMS m/z 337.1 (M+1). 1H NMR (400 MHz, CDCl3) δ 3.97 (s, 3H), 7.92 (s, 1H), 8.90 (s, 1H).

Provenance & Evidence