Electric Literature of 128071-98-7, 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. 128071-98-7, name is 4-Bromo-2-fluoropyridine. A new synthetic method of this compound is introduced below.
To a solution of LDA (2.0 M solution in THF) (12.79 mL, 25.6 mmol) in THF (20 mL) was added a solution of 4-bromo-2-fluoropyridine (3.0 g, 17.05 mmol) in THF (5 mL) dropwise at -78 C. The reaction mixture was stirred at-78 C for 1 h, then methyl iodide (1.599 mL, 25.6 mmol) was added. The reaction mixture was stirred at -78 C for 30 min, then stirred at rt for 0.2 h. The reaction mixture was diluted with water and the resulting mixture was extracted with ethyl acetate. The organic layer was separated and washed with brine, dried over MgSCk The filtrate was concentrated in vacuo. (0531) The residue was dissolved in DCM, purified via silica gel flash column chromatography, eluting with 0-15% ethyl acetate in hexane to give Intermediate 27A (colorless oil, 2.3 g, 12.1 mmol, 71% yield). LC-MS Anal. Calc’d for CeHsBrFN 188.96, found [M+H] 190, 192.1. Tr = 0.83 min (Method A). NMR (400MHz, DMSO-de) delta 7.97 (d, J=5.4 Hz, 1H), 7.63 (d, J=5.4 Hz, 1H), 2.30 – 2.29 (m, 3H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-98-7, 4-Bromo-2-fluoropyridine, and friends who are interested can also refer to it.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; CHERNEY, Emily Charlotte; ZHANG, Liping; HUANG, Audris; SHAN, Weifang; WILLIAMS, David K.; ZHU, Xiao; GUO, Weiwei; (213 pag.)WO2018/209049; (2018); A1;,
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