1,2-Dimethoxyethane → HCID 86703320, compound

Participants

Reaction Conditions

Reaction Steps

Sodium carbonate (364 mg) was dissolved in water (3.44 mL). 1,2-Dimethoxyethane (13.7 mL), 5-bromopyrimidine (273 mg), [1-(tert-butoxycarbonyl)-6-methoxy-1H-indol-2-yl]boronic acid (500 mg) and tetrakis(triphenylphosphine)-palladium(0) (99.2 mg) were added thereto, and the mixture was stirred at 100° C. for 1 hour under microwave irradiation. The reaction mixture was left to be cooled. To the reaction mixture was added a mixed solution of water and saturated brine (each 10 mL), followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (305 mg). 1H-NMR (CDCl3) δ ppm: 1.41 (9H, s), 3.91 (3H, s), 6.60-6.64 (1H, m), 6.94 (1H, dd, J=2.3, 8.7 Hz), 7.47 (1H, d, J=8.7 Hz), 7.83 (1H, d, J=2.3 Hz), 8.78 (2H, s), 9.17 (1H, s).

Provenance & Evidence