Simple exploration of 33631-09-3

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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. 33631-09-3, name is 3-Amino-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 33631-09-3

To a solution of 4-methoxypyridin-3-amine (purchased from Ark Pharm Inc.), (3 g) in concentrated HCl (22.17 mL) was added bromine (1.49 mL) dropwise over a 30 s period and the mixture stirred at rt for 1 h and then at 55 C. over the weekend. The reaction mixture was allowed to cool to rt and then poured into ice (250 g). Concentrated NH4OH was added until the pH of the solution was basic (pH ?9). The resulting solution was then partitioned between H2O and EtOAc and the two layers separated. The aqueous layer was extracted with EtOAc (2*) and the combined organic layers washed with water and brine, dried (MgSO4), filtered and evaporated under vacuum to give a solid which was dissolved in DCM and purified by column chromatography (normal phase, 100 g, Biotage SNAP cartridge KP-Sil, 50 mL/min, gradient 0-20% EtOAc in n-hexane) to give the desired product (2.74 g). LCMS: m/z 203.37 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 3.93 (s, 3H) 3.95-4.60 (br. s., 2H) 6.69 (d, J=5.4 Hz, 1H) 7.76 (d, J=5.3 Hz, 1H)

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Reference:
Patent; Payne, Andrew; Castro Pineiro, Jose Luis; Birch, Louise Michelle; Khan, Afzal; Braunton, Alan James; Kitulagoda, James Edward; Soejima, Motohiro; US2015/94328; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem