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. 10177-31-8, name is 4-Methoxynicotinic acid. A new synthetic method of this compound is introduced below., name: 4-Methoxynicotinic acid
[0350] A solution of 4-(4-(2,4-difluorophenoxy)piperidin-l -yl)-6-methoxypyridin-3-amine (40 mg, 0.1 19 mmol), 4-methoxynicoiinic acid (36.5 mg, 0.239 mmol), HATU (91 mg, 0.239 mmol) and DIPEA (0,052 mL, 0,298 mmol) m NMP (0.5 mL) was heated at 50C for 8 hours. More HATU (50 rng) was added and the reaction mixture was heated at 50C for 17 hours. The solution was diluted with DMF (0.3 mL) and MeOH (0.2 mL) and purified by preparative HPLC, eluting with ACN/water (basic mode) to give the title compound as a white solid (34 mg, 61 %). NuMKappa (500 MHzeta, DMSO-ifc) delta ppm 1.74 – 1.84 (m, 2 H), 2.04 (ddd, J=9.52, 6.35, 3, 17 Hz, 2 H), 2.90 (ddd,./ 12.08. 8.91, 2.93 Hz, 2 H), 3.19 – 3.27 (rn, 2 H), 3.83 (s, 3 H), 4.07 (s, 3 H), 4.51 (tt, J-8.05, 3.91Hz, 1H), 6.48 (s, 1H), 6.97 – 7.05 (m, 1H), 7.25 – 7.34 (m, 3 H), 8.56 (s, 1 1 1). 8.61 (d,.7=5.86 Hz, 1H), 8,90 (s, 1H), 9.65 (s, 1H); ESI-MS m/z [M+H]+ 471.
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Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
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