Synthetic Route of 1256810-26-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1256810-26-0, name is 6-Bromo-3-methoxypicolinic acid, molecular formula is C7H6BrNO3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
To a mixture of 6-bromo-3-methoxypicolinic acid (3.6 g, 15.52 mmol) and K2CO3 (4.29 g, 31 .0 mmol) in A/,A/-Dimethylformamide (20 mL) was added iodomethane (4.40 g, 31 .0 mmol). The reaction mixture was stirred at 60 C for 4h. The mixture was then poured into water (10 mL) and was extracted with EtOAc (3×30 mL). The combined organic layers were washed by aqueous LiCI (2×30 mL) and brine (50 mL), dried over anhydrous MgS04 and concentrated in vacuum to give crude methyl 6-bromo-3-methoxypicolinate as a clourless gum. Ethyl 2- chloro-2,2-difluoroacetate (7.38 g, 46.5 mmol), potassium fluoride (9.01 g, 155 mmol) and copper(l) iodide (8.86 g, 46.5 mmol) and A/,A/-Dimethylformamide (20.00 mL) were then added and the reaction mixture was stirred at 120 C for 18h. The mixture was cooled to rt and water (30 mL) was added. The mixture was filtered and extracted with EtOAc (3×30 mL). The combined organic layers were washed by aqueous LiCI (2×30 mL) and brine (50 mL), dried over anhydrous MgS04 and concentrated in vacuum to give methyl 3-methoxy-6- (trifluoromethyl)picolinate as a crude product. The crude product was dissloved in methanol (20 mL) and a solution of LiOH (1 .858 g, 78 mmol) in water (20 mL) was added. The reaction mixture was stirred at 40 C for 1 h. The pH was then adjusted to 5 with 1 N HCI. The mixture was extracted with EtOAc (3×30 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous MgS04 and concentrated under vacuum to give 3-methoxy-6- (trifluoromethyl)picolinic acid (1 .7 g, 6.92 mmol, 44.6 % yield) as a white solid, m/z: [M + H]+ Calcd for C8H7F3NO3 222.0; Found 222
According to the analysis of related databases, 1256810-26-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; BARBE, Guillaume; BOHNERT, Gary; CALANDRA, Nicholas; LAMBERT III, Millard Hurst; LU, Hongfu; LOBERA, Mercedes; RAMANJULU, Joshi; REN, Feng; YANG, Ting; (337 pag.)WO2019/63748; (2019); A1;,
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