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.929000-66-8, name is 3-Bromo-6-chloropyridine-2-carboxylic acid, molecular formula is C6H3BrClNO2, molecular weight is 236.4505, as common compound, the synthetic route is as follows.Recommanded Product: 3-Bromo-6-chloropyridine-2-carboxylic acid
To a stirred suspension of 3-bromo-6-chloropyridine-2-carboxylic acid (3.6 g, 15. mmol) in 1 ,4-dioxane (35 mL) was added (1 R,2R)-N,N-dimethylcyclohexane-1 ,2- diamine (220 mg, 1 .5 mol), Cs2C03 (10 g, 31 mmol), 1 H-1 ,2,3-triazole (2.1 g, 31 mmol), water (0.3 mL) and the mixture was degassed under nitrogen for 10 mins. Cul (295 mg, 1.6 mmol) was added and the mixture was heated at 100C for 6 hrs. The reaction mixture was then allowed to cool to ambient temperature, and concentrated in vacuo. MeOH (20 mL) was added to the residue and the mixture was acidified to pH 2 with 6N hydrochloric acid (approx 6 mL) and concentrated in vacuo. MeOH (20 mL) was added to the residue and concentrated in vacuo (x2). The residue was dissolved in MeOH (15 mL) and DCM (35 mL) and cooled to 0C. TMS diazomethane (39 mL, 77 mmol) was added dropwise (over 15 mins) and the reaction mixture was stirred at ambient temperature for 18 hrs. The reaction mixture was concentrated in vacuo. The crude product was purified by chromatography on the Biotage Isolera Four (100 g column, 10 to 80% EtOAc in heptane) to afford the title compound as an oil (1 .8 g). LCMS (Method G): 1 .03 min, 239 [M+H]+
At the same time, in my other blogs, there are other synthetic methods of this type of compound,929000-66-8, 3-Bromo-6-chloropyridine-2-carboxylic acid, and friends who are interested can also refer to it.
Reference:
Patent; C4X DISCOVERY LIMITED; BLANEY, Emma Louise; MARTIN, Barrie Phillip; NOWAK, Thorsten; WATSON, Martin John; (212 pag.)WO2016/34882; (2016); A1;,
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