Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 52311-50-9, name is 2-Chloro-4-ethoxypyridine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives
N-(4-ethoxypyridin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide To a degassed mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (9.4 g, 38 mmol) and 2-chloro-4-ethoxypyridine (5 g, 31.7 mmol) in dioxane was added Brettphos-prePd (catalytic amount) and Cs2CO3 (12.3 g, 37.8 mmol) under N2 atmosphere. The mixture was heated to 100 C. and stirred for 3.5 hours. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated, and the residue was purified on silica-gel (PE: EA=100%?30%) to give N-(4-ethoxypyridin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (8.8 g, yield 75%). 1HNMR (400 MHz, CDCl3): delta=8.74 (s, 1H), 8.05?8.02 (m, 1H), 8.01 (s, 1H), 7.94?7.89 (m, 4H), 6.60?6.59 (m, 1H), 4.20?4.14 (m, 2H), 1.47-1.43 (m, 3H), 1.36 (s, 12H), MS (ESI): M/Z (M+1)=369.19.
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Reference:
Patent; KIM, RONALD M.; Liu, Jian; Gao, Xiaolei; Boga, Sobhana Babu; Guiadeen, Deodialsingh; Kozlowski, Joseph A.; Yu, Wensheng; Anand, Rajan; Yu, Younong; Selyutin, Oleg B.; Gao, Ying-Duo; Wu, Hao; Liu, Shilan; Yang, Chundao; Wang, Hongjian; US2014/206681; (2014); A1;,
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