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. 1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride. A new synthetic method of this compound is introduced below., category: pyridine-derivatives
0988] 3-{[(2R,4R,6S)-l-Benzyl-2,6-dimethylpiperidin-4-yl](ethyl)amino}-N-[(4,6- dimethyl-2-oxo-l,2-dihydropyridin-3-yl)methyl)-5-fluoro-2-methylbenzamide[0989] To a stirred solution of methyl 3-{ [(2R,4R,6S)-l -benzyl-2,6-dimethylpiperidin-4-yl] (ethyl)amino}-5-fluoro-2-methylbenzoate (48.5 mg, 0.1 18 mmol) in ethanol (1.5 mL) was added aq. NaOH (5 M, 47.0 ul, 0.235 mmol). The reaction mixture was stirred at 80 C for 1 .5 hours. After cooling to rt, solvent was removed in vacuo and dried under reduced pressure. To a stirred solution of this residue and 3-(aminomethyl)-4,6-dimethyl – l ,2-dihydropyridin-2-one HC1 salt (28.8 mg, 0.153 mmol) in DMSO ( 1 mL) was added PyBOP (91 .8 mg, 0.176 mmol) and Hunig’s base (102 ul, 0.588 mmol). The reaction mixture was stirred at 23C for 13.5 hours. The reaction mixture was quenched with water, and the mixture was extracted with ethylacetate. The organic layer was washed with water (2 10 mL) and brine (1 x 10 mL). The organic layer was dried over MgS04, filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (NH Si02, ethylacetate/MeOH=50/l to 8/1 ) to give title compound as a white solid (50.1 mg, 79% yield). MS(ES) [M+H] 533.3.
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Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
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