Triethylamine → 2-(4,5-Dibromo-6-oxopyridazin-1(6H)-yl)-N-(pyridin-4-ylmethyl)acetamide

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Reaction Steps

2-(4,5-Dibromo-6-oxopyridazin-1(6H)-yl)acetic acid (1.48 g, 4.38 mmol) in tetrahydrofuran (30 mL) was mixed with N,N-dimethylformamide (1 drop) and oxalyl chloride (570 μL, 6.53 mmol) at room temperature and stirred at room temperature for 30 minutes. The solvent was removed by distillation, and the residue was dissolved in tetrahydrofuran (10 mL) and added dropwise to 4-picolylamine (538 μL, 5.22 mmol) and triethylamine (1.22 mL, 8.70 mmol) in tetrahydrofuran (20 mL) and stirred at room temperature for 30 minutes. After completion of the reaction, the reaction solution was mixed with water and extracted with chloroform three times, and the extract was dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The resulting solid was washed with 2-propanol-hexane to give the desired product (572 mg, 33% yield).

Provenance & Evidence