I. General procedure for the synthesis of N-(6-bromopyridin-2-yl)acetamide:
Step a: To a solution of 6-bromopyridin-2-amine (10 g, 0.060 mol) and triethylamine (Et3N, 25 g, 0.27 mol) in dichloromethane (CH2Cl2, 300 mL) was slowly added acetyl chloride (AcCl, 13 g, 0.17 mol) at 0°C. The reaction mixture was stirred overnight at room temperature. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate (EtOAc, 200 mL x 3). The organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure to afford N-(6-bromopyridin-2-yl)acetamide (88% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 8.15 (d, J = 8.0 Hz, 1H), 7.97 (brs, 1H), 7.55 (t, J = 8.0 Hz, 1H), 7.18 (d, J = 8.0 Hz, 1H), 2.19 (s, 3H).
