Synthesis
Part B: 5-Bromo-2-hydroxymethylpyridine (500 mg, 2.7 mmol) was dissolved in dichloromethane (5 mL) and cooled in an ice bath to 0°C. Thionyl chloride (480 mg, 4.05 mmol) was added slowly dropwise, and after completion of the dropwise addition, the reaction mixture was transferred to room temperature and stirred for 3 hours. After completion of the reaction, the reaction was quenched with saturated sodium bicarbonate solution. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 5-bromo-2-chloromethylpyridine (510 mg, 92% yield).
References
[1] Journal of Porphyrins and Phthalocyanines, 2010, vol. 14, # 6, p. 469 - 480
[2] Patent: WO2007/84451, 2007, A1. Location in patent: Page/Page column 147
[3] Chemistry - A European Journal, 2011, vol. 17, # 38, p. 10670 - 10681
[4] Journal of Organic Chemistry, 2004, vol. 69, # 2, p. 250 - 262
[5] Patent: WO2006/76415, 2006, A2. Location in patent: Page/Page column 46
