Extended knowledge of Methyl 3-amino-4-methylbenzoate

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.

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., COA of Formula: C9H11NO2

In a 10 mL pear-shaped flask, 6,7-dimethoxy-2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylic acid (92.0 mg, 0.366 mmol, 1.00 eq) (from Example 71, Step D supra) and methyl 3-amino-4-methylbenzoate (90.7 mg, 0.549 mmol, 1.50 eq) (TCI) were combined in DMF (1.1 mL). Triethylamine (0.255 mL, 1.83 mmol, 5.00 eq) and then HATU (209 mg, 0.540 mmol, 1.50 eq) (Aldrich) were added resulting in a yellow solution. After stirring for 3 hours at room temperature the reaction was diluted with EtOAc, extracted twice with water and once with brine and then concentrated. The solid residue was triturated with water and then with hot EtOAc to give 3-[(6,7-dimethoxy-2-oxo-1,2,3,4-tetrahydro-quinoline-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester. (Yield 97.2 mg, 0.244 mmol, 66.6%). HR-MS (ES+) m/z Calculated for C21H22N2NaO6 ([M+Na]+): 421.1370. Found: 421.1371.

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; Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen; US2012/184548; (2012); A1;,
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