Sodium Carbonate → HCID 67282750, compound

Participants

Reaction Conditions

Reaction Steps

To a microwave vial was added ethyl 3-(3-bromobenzyl)-4-oxo-3,4-dihydroquinazoline-6-carboxylate (0.050 g, 0.13 mmol), pyridine-4-boronic acid (0.032 g, 0.26 mmol) in a solution of 1,4-dioxane (2 mL) and water (0.4 mL). Sodium carbonate (0.041 g, 0.39 mmol) was added followed by [1,1′-bis(diphenylphosphino)ferrocene]palladium(II)dichloride (0.013 g, 0.015 mmol). The reaction mixture was heated at 90° C. for 16 h. The mixture was then concentrated and to the residue was added dichloromethane (3 mL) and water (1 mL). After separation, the aqueous phase was extracted with dichloromethane (3 mL). The combined organic layers were then washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to afford ethyl 4-oxo-3-(3-(pyridin-4-yl)benzyl)-3,4-dihydroquinazoline-6-carboxylate. LC-MS: (FA) ES+ 386.

Provenance & Evidence