Synthetic Route of 75308-46-2, 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. 75308-46-2, name is tert-Butyl 2,6-dichloroisonicotinate. A new synthetic method of this compound is introduced below.
To a solution of 2,6-dichloro-isonicotinic acid tert.-butyl ester (3.35 g, 13.5 mmol), Fe(acac)3 (512 mg, 1.45 mmol) and NMP (1.58 g, 16.0 mmol) in THF (400 mL), a solution of methylmagnesium iodide (11.67 g, 70.2 mmol) in THF is slowly added at -77 C. The brown solution turns green-grey. After the addition of about half of the Grignard reagent the dark brown suspension is warmed to it and stirred for 30 min before it is again cooled to -70 C. The other half of the Grignard reagent is added, the mixture turns dark green-brown and is warmed to it and stirred for 16 h. The mixture is cooled to -50 C. and another portion of the Grignard reagent (2.24 g, 13.5 mmol) is added. The reaction mixture is warmed to rt, stirred for 16 h and then carefully quenched with 1 N aq. HCl (100 mL) and diluted with ether. The org. layer is separated and the aq. phase is extracted with ether. The combined org. extracts are dried over MgSO4, filtered and evaporated. The crude product is purified by MPLC on silica gel to give 2,6-dimethylisonicotinic acid tert.-butyl ester (2.37 g) as a pale yellow oil; LC-MS: tR=0.65 min, [M+1]+=208.29.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75308-46-2, its application will become more common.
Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2010/63108; (2010); A1;,
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