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. 19500-02-8, name is 3-Methoxy-2-methylaniline, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks
A solution of 3 -bromo- 1 -(5-bromo-6-methoxypyridin-2-yl)pyrrolidin-2-one (50mg, 0.143 mmol), 3-methoxy-2-methylaniline (98 mg, 0.7 14 mmol) and potassiumcarbonate (99 mg, 0.714 mmol) in THF (6 mL) and water (1.5 mL) was stirred at 95 °C for 24 h in a sealed tube. The mixture was cooled to RT, diluted with water (20 mL) and extracted with EtOAc (2 x 25 mL). The combined organic extracts were washed with 0.75 N HC1 solution (2 x 25 mL), water and brine, dried over Na2SO4 and concentrated.The crude product was purified by flash chromatography (5-10percent EtOAc in hexanegradient) to give 1 -(5-bromo-6-methoxypyridin-2-yl)-3 -((3-methoxy-2-methylphenyl)ammno)pyrrolidin-2-one (26 mg, 44percent yield) as an off-white solid. MS(ESI) m/z: 406.2(M+H) ?H NMR (400MHz, DMSO-d6) oe ppm 8.03 (d, J=8.5 Hz, 1 H), 7.87 (d, J=8.4Hz, 1 H), 6.97 (t, J=8.3 Hz, 1 H), 6.40 (d, J=8.5 Hz, 1 H), 6.34 (d, J8.0 Hz, 1 H), 5.06(d, J=7.5 Hz, 1 H), 4.58 – 4.48 (m, 1 H), 4.23 – 4.13 (m, 1 H), 3.95 (s, 3 H), 3.88 – 3.78(m, 1 H), 3.73 (s, 3 H), 2.63 – 2.54 (m, 1 H), 2.04 – 1.93 (m, 4 H).
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; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; BODAS, Mandar Shrikrishna; YADAV, Navnath Dnyanoba; PATIL, Sharanabasappa; RAO, Prasanna Savanor Maddu; THIYAGARAJAN, Kamalraj; MAISHAL, Tarun Kumar; (498 pag.)WO2016/144936; (2016); A1;,
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