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. 89488-30-2, name is 5-Bromo-3-methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-3-methylpyridin-2(1H)-one
Example 509 5-{1-[2-(Difluoromethoxy)benzyl]-2-methyl-1H-benzimidazol-6-yl}-3-methylpyridin-2(1H)-one To Intermediate 57 (140 mg, 0.34 mmol) were added 5-bromo-3-methylpyridin-2-ol (76 mg, 0.41 mmol), Pd(PPh3)4 (20 mg, 0.016 mmol), 2M aqueous Na2CO3 solution (2 mL) and 1,4-dioxane (10 mL). The reaction mixture was stirred at 105 C. for 4 h. Further Pd(PPh3)4 (20 mg, 0.016 mmol) and Na2CO3 solution (1 mL) were added and the reaction mixture was stirred at 105 C. overnight. The reaction mixture was cooled to ambient temperature, diluted with water (1 mL) and extracted with ethyl acetate (2*20 mL). The combined organic layers were concentrated in vacuo and the crude residue was purified by silica flash column chromatography (0-10% MeOH/DCM) and then by preparative HPLC to yield, after freeze-drying, the title compound (3 mg, 2%) as a white solid. deltaH (d6-DMSO) 11.59-11.25 (1H, br s), 7.72 (1H, d, J 1.4 Hz), 7.63-7.49 (3H, m), 7.40-7.33 (3H, m), 7.26 (1H, d, J 7.6 Hz), 7.16-7.11 (1H, m), 6.68-6.65 (1H, m), 5.52 (2H, s), 2.45 (3H, s), 2.00 (3H, s). LCMS (pH 3) 396.8, MH+, RT 1.33 minutes, 100% UV. LCMS (pH 10) 396.8, MH+, RT 1.66 minutes, 100% UV.
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Reference:
Patent; Brookings, Daniel Christopher; Calmiano, Mark Daniel; Gallimore, Ellen Olivia; Horsley, Helen Tracey; Hutchings, Martin Clive; Johnson, James Andrew; Kroeplien, Boris; Lecomte, Fabien Claude; Lowe, Martin Alexander; Norman, Timothy John; Porter, John Robert; Quincey, Joanna Rachel; Reuberson, James Thomas; Selby, Matthew Duncan; Shaw, Michael Alan; Zhu, Zhaoning; Foley, Anne Marie; US2015/152065; (2015); A1;,
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