Extracurricular laboratory: Synthetic route of 2-Methyl-6-(methylsulfonyl)pyridin-3-amine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,897732-75-1, 2-Methyl-6-(methylsulfonyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference of 897732-75-1, 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. 897732-75-1, name is 2-Methyl-6-(methylsulfonyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

EXAMPLE 55; 3-(l-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-N-(2-methyl-6-(methylsulfonyl) pyridin-3-yl)-[l,2,4]triazolo[4,3-b]pyridazin-8-amineStep 1: 3,6-Dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4- amine [0394] A 100-mL round-bottom flask was charged with a solution of 2-methyl- 6-(methylsulfonyl)pyridin-3-amine (500 mg, 2.69 mmol) in tetrahydrofuran (50 mL), sodium hydride (269 mg, 11.2 mmol), and 3,4,6-trichloropyridazine (1 g, 5.49 mmol). The resulting solution was stirred for 16 hrs at room temperature. The reaction was then quenched with brine (50 mL), extracted with ethyl acetate (4×50 mL). Combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to give a residue. This residue was purified by a silica gel column chromatography eluted with dichloromethane/ethyl acetate (2/1) affording 3,6-dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4-amine as pale yellow solid (0.75 g, 84%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,897732-75-1, 2-Methyl-6-(methylsulfonyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; KALYPSYS, INC.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; BONNEFOUS, Celine; NOBLE, Stewart, A.; PAYNE, Joseph, E.; WO2010/88518; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem