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Step A: A suspension of 4-amino-5-bromonicotinic acid (U.S. Pat. No. 3,950,160) (5.00 g, 23.0 mmol) in formamide (6.4 niL) was heated at 180 0C for 4 hours and then cooled to room temperature. Water was added, and the solid was filtered and dried under high vacuum to afford 8-bromopyrido[4,3-J]pyrimidin-4-ol (1.95 g, 37percent).
Step A: A suspension of 4-amino-5-bromonicotinic acid (U.S. Pat. No. 3,950,160) (5.00 g, 23.0 mmol) in formamide (6.4 niL) was heated at 180 0C for 4 hours and then cooled to room temperature. Water was added, and the solid was filtered and dried under high vacuum to afford 8-bromopyrido[4,3-J]pyrimidin-4-ol (1.95 g, 37%).
4-Aminonicotinic acid (5.0 g, 36.2 mmol) was suspended in acetic acid (90 mL), and a solution of bromine (3.73 mL, 72.4 mmol) in acetic acid (27 mL) was added. The mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with diethyl ether, and the solid was collected by filtration, and dried under reduced pressure. The resulting solid was dissolved in formamide (20 mL), and the solution was stirred at 180C for 5 hours. After cooling the reaction mixture to room temperature, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was reslurried in ethyl acetate to give 8-bromo-3 methyl-3H-pyrido[4,3-d]pyrimidin-4-one (1.02 g, 13%).
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