1,4-Dioxane hydrochloride → 2-(5-bromo-2-(2-chloroethyl)pyridin-3-yl)-4-fluoro-1H-indole

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Reaction Steps

A solution of 2-(5-bromo-2-vinylpyridin-3-yl)-4-fluoro-1H-indole (800 mg, 2.52 mmol) in 20 mL of HCl/1,4-dioxane (4 mol/L) was heated at 80° C. for 2 hours and then the mixture was concentrated in vacuo to give the crude 2-(5-bromo-2-(2-chloroethyl)pyridin-3-yl)-4-fluoro-1H-indole (800 mg, yield: 90%) which was used directly in the next step without further purification. 1H-NMR (CDCl3, 400 MHz) δ 8.76 (s, 1H), 8.66 (s, 1H), 7.93 (s, 1H), 7.14˜7.22 (m, 2H), 6.73˜6.86 (m, 1H), 6.72 (s, 1H), 4.07˜4.10 (m, 2H), 3.35˜3.36 (m, 2H). MS (M+H)+: 353/355.

Provenance & Evidence