Adding a certain compound to certain chemical reactions, such as: 1403257-80-6, 5-Bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C23H30BrN3O3, blongs to pyridine-derivatives compound. COA of Formula: C23H30BrN3O3
11115] To a solution of methyl 3-methyl-2-(3-(6-(4-(4,4, 5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenoxy)hexy- loxy)isoxazol-5-yl)butanoate (200 mg, 0.41 mmol) and 5-bromo-N-((4,6-dimethyl-2-oxo-1 ,2-dihydropyridin-3-yl) methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-meth- ylbenzamide (220 mg, 0.45 mmol) in dioxane (5 mE) and H20 (0.5 mE) was added cesium carbonate (450 mg, 1.38 mmol), Tri-tert-butylphosphine tetrafluoroborate (40 mg, 0.14 mmol), [1,1 ?-l3is(diphenylphosphino)ferrocene]dichlo- ropalladium(II) (46 mg, 0.06 mmol), stirred at 100 C. for 2 hours under nitrogen. The mixture was quenched with water (10 mE) and extracted with dichloromethane methanol (10:1) (10 mEx3), and the combined organic layer was washed with brine (5 mEx2), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo and purified by pre-TEC (dichloromethanemethanol=1 5:1) to give methyl 2-(3-(5-(3?-((4,6-dimethyl-2-oxo-1 ,2-dihydropyridin-3-yl)methylcarbamoyl)-5?-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4?-methylbiphenyl-4-yloxy)pentyloxy)isoxazol-5-yl)-3-methylbutanoate (110 mg, 36% yield) as a yellow solid. ECMS (Agilent ECMS 1200-6 120, Column:Waters X-l3ridge C18 (50 mmx4.6 mmx3.5 pm); Column Temperature: 40 C.; Flow Rate: 2.0 mE/mm; Mobile Phase:from 90% [(total 10mM AcONH4) water/CH3CN=900/100 (v/v)] and 10% [(total 10 mM AcONH4) water CH3CN=100/900 (vv)] to 10% [(total 10 mM AcONH4) water/CH3CN=900/100 (v/v)] and 90% [(total 10 mM AcONH4) water/CH3CN=100/900 (v/v)] in 1.6 mm, then under this condition for 2.4 mm, finally changed to 90% [(total 10 mM AcONH4) water/CH3CN=900/100 (v/v)] and 10% [(total 10mM AcONH4) water/CH3CN=1 00/900 (v/v)] in 0.1 mm and under this condition for 0.7 mm). Purity is 76.61%, Rt=1.275 mm.; MS Calcd.: 756.93; MS Found:757.3 [M+H].
The synthetic route of 1403257-80-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Snyder, Lawrence B.; Wang, Jing; Dong, Hanqing; Qian, Yimin; Berlin, Michael; (513 pag.)US2018/177750; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem