Triphenylphosphine → HCID 57546129, compound

Participants

Reaction Conditions

Reaction Steps

(3-Bromo-5-(trifluoromethyl)-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)methanol (198 mg, 0.48 mmol) and triphenylphosphine (253 mg, 0.96 mmol) were combined in tetrahydrofuran (3 mL) and cooled to 0° C. N-Bromosuccinimide (180 mg, 1.01 mmol) was introduced in portions and the reaction allowed to warm to room temperature. After 16 h, the reaction mixture was diluted with ethyl acetate, washed with sodium bicarbonate (2×), brine (2×), dried over sodium sulfate, and concentrated. Column chromatography on silica gel (5% ethyl acetate/hexanes) gave 140 mg (61%) as a light brown oil. 1H-NMR (CDCl3, 300 MHz) δ 7.90 (s, 1H), 7.64 (s, 1H), 5.94 (s, 2H), 4.95 (s, 2H), 3.51-3.57 (m, 2H), 0.82-0.87 (m, 2H), 0.08 (s, 9H).

Provenance & Evidence