Acetate → HCID 25119551, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-(3-bromophenyl)-5-(4-methoxyphenyl)-5H-pyrrolo[3,4-b]pyridin-7-amine (Example 3, 85 mg, 0.215 mmol), pyrimidin-5-ylboronic acid (35 mg, 0.280 mmol), [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct (18 mg, 0.022 mmol) and cesium carbonate (210 mg, 0.645 mmol) in a mixture of 1,2-dimethoxyethane, water and ethanol (6:3:1, 5 mL) was heated by microwave irradiation at 130° C., under an argon atmosphere for 15 min. After cooling to ambient temperature the mixture was filtered, concentrated in vacuo and purified by preparative HPLC to give 22 mg (26% yield) after liberating the free base by treatment of the acetate with sodium hydrogen carbonate. 1H NMR (CDCl3) δ 9.17 (s, 1H), 8.86 (s, 2H), 8.63 (dd, 1H), 7.92 (dd, 1H), 7.55 (m, 1H), 7.48-7.40 (m, 3H), 7.36 (dd, 1H), 7.26 (m, 2H), 6.82 (m, 2H), 3.78 (s, 3H); MS (ESI) m/z 394 [M+1]+.

Provenance & Evidence