Ethyl Acetate → HCID 69673892, compound

Participants

Reaction Conditions

Reaction Steps

To a sonicated solution of methyl 2-(4-chloro-2-methylpyrimido[1,2-b]indazol-3-yl)pentanoate (0.252 g; 0.74 mmol) and 4-methylphenylboronic acid (0.201 mg; 1.48 mmol) in a mixture of water/DME (⅓, 3 mL) were added palladiumtetrakistriphenylphosphine (0.128 mg; 0.11 mmol) and diisopropylethylamine (0.368 mL; 2.22 mmol). The solution was stirred for 20 min at 140° C. under microwave irradiation. Ethyl acetate was added to the reaction mixture and the solution was washed with a 1N hydrochloric acid solution, a 1N sodium hydrogenocarbonate and brine. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification by flash chromatography on silica gel using a gradient of ethyl acetate (1-40%) in dichloromethane furnished 0.264 g (90%) of methyl 2-(2-methyl-4-p-tolylpyrimido[1,2-b]indazol-3-yl)pentanoate as an oil. ESI/APCI(+): 388 (M+H).

Provenance & Evidence