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| | 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide Basic information |
| Product Name: | 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide | | Synonyms: | 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide;5-Sulfamoylpyridine-3-boronic acid pinacol ester;5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-Pyridinesulfonamide;5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide;3-Pyridinesulfonamide, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- | | CAS: | 1083326-26-4 | | MF: | C11H17BN2O4S | | MW: | 284.14 | | EINECS: | | | Product Categories: | | | Mol File: | 1083326-26-4.mol |  |
| | 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide Chemical Properties |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| | 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide Usage And Synthesis |
| Synthesis | GENERAL STEPS: A mixture of 5-bromopyridine-3-sulfonamide (6.33 mmol), bis(pinacolato)diboron (6.96 mmol), potassium acetate (18.99 mmol), and dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (0.32 mmol) was dissolved in 1,4-dioxane (15 mL). The reaction mixture was placed in a microwave reactor and irradiated at 120 °C for 40 min. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and washed with dioxane. The filtrate was concentrated under reduced pressure to afford 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide as a brown solid (quantitative yield). The mass spectrum (electrospray ionization, positive ion mode) showed m/z 203 [M + H]+, corresponding to the molecular ion peak of the target compound. In addition, the residue could be further purified by grinding in dichloromethane to give a light brown solid.1H NMR (400 MHz, DMSO-d6) δ ppm: 8.76 (s, 2H), 8.22 (s, 1H), 7.45 (br s, 2H), 1.13 (s, 12H). | | References | [1] Patent: WO2008/150827, 2008, A1. Location in patent: Page/Page column 59 [2] Patent: WO2011/28741, 2011, A1. Location in patent: Page/Page column 215 [3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 14, p. 4613 - 4618 [4] Journal of Medicinal Chemistry, 2017, vol. 60, # 9, p. 3795 - 3803 |
| | 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide Preparation Products And Raw materials |
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