1,2-Dimethoxyethane → HCID 178458724, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-(3-(benzyloxy)-5-isopropoxyphenyl)-6-bromo-3H-imidazo[4,5-b]pyridine (0.11 g), phenylboronic acid (0.05 g) and tetrakis(triphenylphosphine)palladium(0) (0.01 g) in a mixed solvent of dimethoxyethane (3.0 ml) and ethanol (1 ml) was 0.5M aqueous sodium carbonate solution (1 ml), and the mixture was subjected to microwave irradiation in a sealed reaction container and stirred at 150° C. for 4 min. After completion of the reaction, water (2 ml) was added to the reaction mixture, and the mixture was extracted with ethyl acetate (10 ml). The extract was washed successively with water and saturated brine and dried over magnesium sulfate. The solvent was concentrated under reduced pressure, and the obtained crystals were collected by filtration, washed with isopropyl ether and dried to give the title compound (0.11 g). 1H NMR (CDCl3) δ ppm 1.33 (6 H, d, J=6.03 Hz), 4.59-4.71 (1 H, m), 5.19 (2 H, s), 6.70 (1 H, t, J=1.88 Hz), 7.35-7.50 (9 H, m), 7.58 (1 H, s), 7.70 (2 H, d, J=6.97 Hz), 8.37 (1 H, d, J=1.70 Hz), 8.86 (1 H, d, J=1.70 Hz), 14.11 (1 H, s).

Provenance & Evidence