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. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, A new synthetic method of this compound is introduced below., 18595-18-1
Method 18 4-Methyl-3-[(3-methyl-4-oxo-3,4-dihydroquinazolin-6-yl)amino]benzoic acid A mixture of methyl 3-amino-4-methyl benzoate (1.00 g, 6.06 mmol) and 6-bromo-3-methylquinazolin-4(3H)-one (Method 1; 1.45 g, 6.06 mmol)) and KO-t-Bu (1.6 g, 15.15 mmol) in 1,4-dioxane (20 ml) was treated with Pd2(dba)3 (10% mol) and BINAP (20% mol). The reaction mixture was stirred at 80 C. for 5 h. The reaction was cooled to 25 C. and then filtered. The solid was washed with methanol-EtOAc (1:1), and collected by vacuum filtration. The resulting solid was refluxed in methanol and again filtered. The filtrate was concentrated to 40 ml. Upon cooling to 25 C., a precipitate formed which was collected by vacuum filtration. (723 mg). The product was then purified by reverse phase preparative HPLC (0.1% TFA in acetonitrile and water) to give the desired product (7%). NMR: 8.35 (s, 1H); 8.10 (s, 1H); 7.93 (s, 1H); 7.71 (m, 2H); 7.52 (m, 2H); 7.35 (d, 1H); 3.60 (s, 3H); 2.35 (s, 3H); m/z 309.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; ASTRAZENECA AB; US2009/170849; (2009); A1;,
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