Reference of 71902-33-5, 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. 71902-33-5, name is 3,5-Difluoropyridine. A new synthetic method of this compound is introduced below.
INTERMEDIATE 63 : 3, 5-Difluoro-4-tributylstannanyl-pyridine [00224]. n-Butyl lithium (1.0 eq, 76 mmol, 47.6 mL, 1.6 M in hexanes) was added via dropping funnel to a solution of diisopropylamine (1.05 eq, 80 mmol, 11.2 mL) in THF (300 mL) at-78 °C under nitrogen (N2). The solution was stirred for 30 min at-78 °C, then a solution of 3,5- difluoropyridine (1.05 eq, 80 mmol, 9.2 g) in THF (20 mL) was added dropwise via syringe. A beige precipitate was observed to form. The reaction stirred at-78 °C for 90 min then tributyltin chloride (1.0 eq, 76 mmol, 20.7 mL) was added dropwise via syringe and the resulting solution allowed to warm to RT over 2 h. Water (5 mL) was added, then roughly 250 mL of THF was removed on a rotary evaporator. The resulting material was diluted with diethyl –139– ether (350 mL) and washed successively with water (2X200 mL), saturated sodium chloride solution (1X150 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to afford the 3,5-Difluoro-4-tributylstannanyl-pyridine as a colourless oil (27.5 g, 88percent). This material was used crude without further purification. Retention Time (LC, method: ammonium acetate standard): 3.35 min. MS (M+H+) : 406.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71902-33-5, its application will become more common.
Reference:
Patent; MILLENIUM PHARMACEUTICALS, INC.; WO2004/92167; (2004); A1;,
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