Synthetic Route of 52334-90-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.52334-90-4, name is 3-Methoxypyridin-4-amine, molecular formula is C6H8N2O, molecular weight is 124.1405, as common compound, the synthetic route is as follows.
Under an atmosphere of argon, 60.0 mg (0.16 mmol) of 5-{[6-(2-fluorophenyl)pyridin-3- yl]carbamoyl}-2-methoxybenzoic acid (intermediate 23) and 24.4 mg (0.20 mmol) of 3-methoxypyridin-4-amine were dissolved in 3.94 mL of anh DMF. 86 ilL (0.49 mmol) of N-ethyl-Nisopropylpropan-2-amine and 102.3 mg (0.20 mmol) of PYBOP were added and it was stirred at rt over night. The reaction mixture was concentrated on a rotavap and the residue was purified py HPLC (Waters XBrigde C18 5j1 lOOx3Omm; water + 0.2% vol. ammonia (32%) / acetonitril gradient; temperature: room temperature; injection: 250 ilL; DAD scan: 210-400 nm) affording 24.2 mgmaterial which was impure and was purified further by HPLC (method 5) giving 2 mg (2% of theory) of the title compound.?H-NMR (300 MHz, DMSO-d6) 6 [ppm]: 2.270 (2.86), 2.725 (2.86), 3.884 (1.56), 4.085 (16.00), 4.196 (15.35), 7.297 (1.82), 7.336 (5.07), 7.365 (4.03), 7.437 (1.69), 7.460 (2.86), 7.488 (4.68), 7.518 (3.90),7.820 (2.73), 7.848 (2.86), 7.943 (1.69), 7.970 (2.73), 7.996 (1.56), 8.216 (2.60), 8.236 (3.12), 8.273 (2.60), 8.310 (3.77), 8.346 (2.60), 8.392 (4.68), 8.407 (7.15), 8.783 (4.42), 9.093 (4.29), 10.709 (4.29), 10.758 (4.68).LC-MS (Method 3): R = 1.19 mm; MS (ESIpos): m/z = 473 [M+H].
Statistics shows that 52334-90-4 is playing an increasingly important role. we look forward to future research findings about 3-Methoxypyridin-4-amine.
Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; THEDE, Kai; BENDER, Eckhard; SCOTT, William; RICHTER, Anja; ZORN, Ludwig; LIU, Ningshu; MOeNNING, Ursula; SIEGEL, Franziska; GOLZ, Stefan; HAeGEBARTH, Andrea; LIENAU, Philip; PUEHLER, Florian; BASTING, Daniel; SCHNEIDER, Dirk; MOeWES, Manfred; (130 pag.)WO2016/131794; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem