Category: 52334-90-4

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 52334-90-4, name is 3-Methoxypyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 52334-90-4

3,4-dichlorobenzenesulfonyl chloride (1 mmol) and 3-methoxypyridin-4-ylamine (1 mmol) were reacted without solvent at 130 C for 4 hours, then cooled and dissolved in a mixture of NaOH (1 M, 10 mL) and methanol (10 mL). Then water and dichloromethane were added and the aqueous phase was collected. The aqueous phase was adjusted to pH 3-4 with acetic acid and then extracted with ethyl acetate. The organic phase was evaporated and the residue was subjected to column chromatography (Si02, ethyl acetate) to give N-(3-methoxypyridin-4-yl)-3,4-dichlorobenzenesulfonamide. The reaction of this intermediate with boron tribromide was as described for N-(6-chloro-4- hydroxypyridin-3-yl)-3,4-dichlorophenyl-methanesulfonamide except that a precipitate formed during the partition between dichloromethane and aqueous sodium hydroxide at pH 13. Without separating the phases, pH was adjusted to 3 with 1 M HC1 and the two- phase mixture was filtered in order to collect the precipitate. The precipitate (30 mg, 9%) was the title compound according to nmr and mass

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Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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