Reference of 120739-77-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.120739-77-7, name is N-((6-Chloropyridin-3-yl)methyl)ethanamine, molecular formula is C8H11ClN2, molecular weight is 170.6393, as common compound, the synthetic route is as follows.
Example 3Synthesis of (1E)-N-[(6-chloro-3-pyridinyl)methyl]-N-ethyl-N’-methyl-2-nitro-1,1-ethenediamine (third batch)351.9 g of n-butyl acetate and 102.7 g of a 35% potassium carbonate aqueous solution were charged in a 1-L separable flask. The solution was cooled to -4 C., 48.8 g of 1,1-dichloro-2-nitroethene (net weight 40.6 g) was added dropwise while stirring over 30 minutes, and 44.8 g of 2-chloro-5-(ethylaminomethyl)pyridine (net weight 44.4 g) was subsequently added dropwise over 3 hours. The reaction mixture was stirred at -4 C. for 15 minutes, 60.6 g of a 40% methyl amine aqueous solution was added dropwise over 3 hours, and stirring was further continued for 4 hours.The obtained reaction mixture was warmed to 15 C. and extracted four times with the extracted aqueous layers 1, 2 and 3 obtained in Example 2 (50.3 g, 45.2 g, and 31.9 g, respectively) and 30.0 g of water, and the obtained four extracted aqueous layers were combined. The combined aqueous layer obtained was extracted at 15 C. four times with the extracted 5-ethyl-2-methylpyridine layers 1, 2 and 3 obtained in Example 2 (85.5 g, 85.6 g and 90.4 g, respectively) and 75.0 g of 5-ethyl-2-methylpyridine, and the obtained four extracted 5-ethyl-2-methylpyridine layers were combined. After washing the combined 5-ethyl-2-methylpyridine layer with 50.0 g of saturated sodium sulfate solution, 800 g of n-heptane was added thereto and the mixture was concentrated at 4.5 kPa, 25 to 35 C. until the amount of the residual solution was 350.6 g. 20.0 g of 5-ethyl-2-methylpyridine was added to the concentrated mass, and the mixture was maintained at 40 C. for 1 hour followed by filtration to remove insoluble matters.The obtained filtrate was flushed down with 10.0 g of 5-ethyl-2-methylpyridine to a 500 ml separable flask, the temperature was adjusted to 35 C., and then 20.0 g of n-heptane was added dropwise over minutes. 0.01 g of seed crystals of (1E)-N-[(6-chloro-3-pyridinyl)methyl]-N-ethyl-N’-methyl-2-nitro-1,1-ethenediamine was added to the mass and the mixture was cooled to 15 C. over 5 hours, and subsequently cooled to -10 C. over 10 hours for crystallization. The crystalline mass was further stirred at -10 C. for 3 hours and filtered. The obtained crystals were washed with 60.0 g of 5-ethyl-2-methylpyridine/n-heptane (9/1 weight ratio) which had been cooled to -10 C., and subsequently washed with 200.0 g of n-heptane cooled to -10 C. The washed crystals were dried at 2.7 kPa, 40 C. for 4 hours to obtain 61.4 g of (1E)-N-[(6-chloro-3-pyridinyl)methyl]-N-ethyl-N’-methyl-2-nitro-1,1-ethenediamine with a content of 99.2%.
Statistics shows that 120739-77-7 is playing an increasingly important role. we look forward to future research findings about N-((6-Chloropyridin-3-yl)methyl)ethanamine.
Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2011/184184; (2011); A1;,
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