Reference of 152849-72-4, 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. 152849-72-4, name is Methyl 5-bromo-2,4-dimethylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Step 3: Methyl 5-(1-(2-methoxyphenyl)piperidin-4-ylamino)-2,4-dimethylbenzoate A mixture of methyl 5-bromo-2,4-dimethyl-benzoate (785.66 mg, 3.23 mmol), 1-(2-methoxyphenyl)piperidin-4-amine (800.00 mg, 3.88 mmol) in toluene (25.00 mL) was added BINAP (201.24 mg, 323.19 umol) and sodium tert-butoxide (621.16 mg, 6.46 mmol). The mixture was degassed for 3 mins, then, Pd2 (dba)3 (295.95 mg, 323.19 umol) was added. The resulting mixture was degassed for 3 mins. After that, the mixture was kept stirring at 90 C. for 18 h under N2. The mixture was diluted with EtOAc (60 mL), filtrated and concentrated in vacuo, the residue was purified by CombiFlash (UV254, silica gel, 40 g, EA/PE from 0% to 40% to give the desired product methyl 5-[[1-(2-methoxyphenyl)-4-piperidyl]amino]-2,4-dimethyl-benzoate (189.00 mg, 512.93 umol, 15.87% yield) as a yellow solid. ESI-MS (EI+, m/z): 369.3 [M+H]+. 1H NMR (500 MHz, MeOD-d4) delta 7.24 (s, 1H), 7.08-7.01 (m, 2H), 6.99-6.95 (m, 2H), 6.93 (td, J=7.6, 1.5 Hz, 1H), 3.89 (s, 3H), 3.87 (s, 3H), 3.52-3.40 (m, 3H), 2.78 (td, J=11.8, 2.1 Hz, 2H), 2.43 (s, 3H), 2.19 (s, 3H), 2.16 (d, J=12.6 Hz, 2H), 1.73 (td, J=14.3, 3.6 Hz, 2H).
The synthetic route of Methyl 5-bromo-2,4-dimethylbenzoate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); A1;,
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