Sodium Hydroxide → 7-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-2-(2,4-dimethoxybenzyl)-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

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A mixture of N-(tert-butyl)-3-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxalin-2-amine (Example 174b; 187 mg, 0.55 mmol), XPhos (Strem, Newburyport, Mass.; 13 mg, 0.027 mmol), Pd2(dba)3 (12 mg, 0.014 mmol), 7-bromo-2-(2,4-dimethoxybenzyl)-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one (Example 165b; 167 mg, 0.46 mmol) and potassium phosphate (291 mg, 1.37 mmol) in 2 mL of dioxane and 0.5 mL of water was heated in a microwave at 135° C. for 45 min. The mixture was then treated with 2 mL of 1 N NaOH, and extracted with EtOAc (2×5 mL). The organic extracts were concentrated. Purification of the brown residue on a silica gel column (eluted with 25-75% EtOAc in hexanes) afforded 7-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-2-(2,4-dimethoxybenzyl)-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one (60 mg) as a brown amorphous solid. m/z (ESI, +ve) 500.1 (M+H)+.

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