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. 118650-08-1, name is Methyl 2-(5-bromopyridin-3-yl)acetate. A new synthetic method of this compound is introduced below., category: pyridine-derivatives
(5-Bromo-pyridin-3-yl)acetic acid methyl ester (Example 24-(2); 39 mg, 0.171 mmol), palladium acetate (2.5 mg, 0.011 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (9.0 mg, 0.022 mmol), potassium phosphate (73 mg, 0.342 mmol) and water (0.2 mL) were added to a solution of 4-[(E)-2-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-vinyl]-tetrahydro-pyran-4-ol (Example 131-(3); 57.4 mg, 0.114 mmol) in toluene (2 mL). After replacement with nitrogen, the mixture was stirred at 100C for three hours. The reaction mixture was then poured into a saturated aqueous sodium bicarbonate solution, followed by extraction with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate = 1:1) to give the target compound as a colorless oil (29.1 mg, 48%). 1H-NMR (chloroform-d): 0.66 (6H, t, J=7.26Hz), 1.63 (2H, m), 1.85-1.97 (2H, m), 2.10 (4H, q, J=7.25Hz), 2.23 (3H, s), 2.33 (3H, s), 3.68 (2H, s), 3.72 (3H, s), 3.80-3.87 (4H, m), 6.20 (1H, d, J=15.99Hz), 6.85 (1H, d, J=16.16Hz), 6.96-7.08 (5H, m), 7.35 (1H, d, J=8.57Hz), 7.62 (1H, m), 8.46 (1H, d, J=2.14Hz), 8.51 (1H, d, J=1.98Hz).
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Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
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