反应详情

温度

80 °C

A solution of ethyl 6,8-dibromoimidazo[1,2-a]pyridine-2-carboxylate hydrobromide (0.5 g, 1.2 mmol) and phenylboronic acid (0.15 g, 1.2 mmol) in toluene (10 mL) and ethanol (2 mL) was bubbled nitrogen for 20 mins. The mixture was then treated with Pd(PPh3)4 (30 mg, 0.026 mmol) and K3PO4 (2 M, 1 mL, 2 mmol) and heated at 80° C. overnight. The reaction was cooled, poured into ethyl acetate (200 mL), washed with brine, separated, and concentrated. The residue was purified by column chromatography on silica gel using ethyl acetate in hexanes (10%) as eluent. The product containing fractions were concentrated to give 0.23 g (58% yield) of ethyl 6-bromo-8-phenylimidazo[1,2-a]pyridine-2-carboxylate as a white solid. LCMS (Conditions C): 3.41 min (RT); (M+H)+=347.24 (100%), 345.24 (100%). 1H NMR, 400 MHz, CDCl3: δ 8.27 (d, J=1.6 Hz, 1 H), 8.19 (s, 1 H), 8.02 (m, 2H), 7.52-7.41 (m, 4 H), 4.45 (q, J=7.1 Hz, 2 H), 1.42 (t, J=7.0 Hz, 3 H).

1. temperatureThe reaction was cooled
2. washwashed with brine
3. customseparated
4. concentrationconcentrated
5. customThe residue was purified by column chromatography on silica gel
6. additionThe product containing fractions
7. concentrationwere concentrated