Related Products of 1000342-11-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1000342-11-9, name is Methyl 3-amino-5-bromo-2-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
a) Methyl 5 -bro -2-methyl-3 -((tetrahydro-2H-pyran-4-yl)amino)benzoate A I L round-bottomed flask was charged with methyl 3-amino-5-bromo-2- methylbenzoate (15.26 g, 62.5 mmol) and dihydro-2H-pyran-4(3H)-one (9.39 g, 94 mmol) in 1 ,2-dichloroethane (DCE) (250 mL) to give a yellow solution at room temperature under nitrogen. Acetic acid (21.47 mL, 375 mmol) was added to the reaction mixture. After 30 min, sodium triacetoxyborohydride (39.8 g, 188 mmol) was added to the reaction mixture. After 3 h, sodium triacetoxyborohydride (39.8 g, 188 mmol) was added to the reaction mixture. The reaction was stirred overnight, at which time it was diluted with water and neutralized with NaHC03 to pH 7. The reaction mixture was extracted with EtOAc (3x). The combined EtOAc layers were stirred with Na2S04 and activated carbon darco for 30 min, then filtered through a pad of Si02 (2″ x 1″) and concentrated. The solids were stirred with ether and filtered to obtain methyl 5-bromo-2-methyl-3- ((tetrahydro-2H-pyran-4-yl)amino)benzoate (15.4 g, 46.9 mmol, 75 % yield). 1H NMR (400 MHz, DMSO-d6) delta ppm 6.98 (d, J=2.02 Hz, 1 H), 6.94 (d, J=1.77 Hz, 1 H), 5.03 (d, J=8.08 Hz, 1 H), 3.94 – 3.84 (m, 2 H), 3.80 (s, 3 H), 3.64 – 3.51 (m, 1 H), 3.44 (td, J=11.68, 1.89 Hz, 2 H) 2.15 (s, 3 H), 1.84 (dd, J=12.63, 2.02 Hz, 2 H), 1.43 – 1.69 (m, 2 H). MS(ES) [M+H]+ 328, 330.
The synthetic route of Methyl 3-amino-5-bromo-2-methylbenzoate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE LLC; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; DONATELLI, Carla, A.; WO2014/107277; (2014); A1;,
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