Uses
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one is a useful research chemical.
Synthesis
A dioxane (5 mL) solution of potassium acetate (270 mg, 2.67 mmol) and Pd(dppf)Cl2 (80 mg, 0.11 mmol) was added as 5-bromo-1-methylpyridin-2-one (200.0 mg, 1.06 mmol) and bis(pinacolato)diboron (410.0 mg, 1.61 mmol). The reaction mixture was microwaved at 100 °C for 2 hours. After completion of the reaction, the mixture was filtered, washed with water and extracted with ethyl acetate (20 mL x 3). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated to give the crude product 1-methyl-6-oxo-1,6-dihydropyridine-3-boronic acid pinacol ester (59.0 mg, 23.6% yield). The product was detected by LCMS and the molecular ion peak (M + H)+ was 236.
References
[1] Patent: US2015/111885, 2015, A1. Location in patent: Paragraph 0574; 0575
[2] Patent: EP2168965, 2010, A1. Location in patent: Page/Page column 33
[3] Patent: WO2008/8539, 2008, A2. Location in patent: Page/Page column 117-118
[4] Patent: WO2012/3189, 2012, A1. Location in patent: Page/Page column 81
[5] Patent: WO2011/60235, 2011, A1. Location in patent: Page/Page column 22
