Identification | Back Directory | [Name]
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide | [CAS]
1083326-26-4 | [Synonyms]
5-Sulfamoylpyridine-3-boronic acid pinacol ester 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-Pyridinesulfonamide 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide 3-Pyridinesulfonamide, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- | [Molecular Formula]
C11H17BN2O4S | [MDL Number]
MFCD13190590 | [MOL File]
1083326-26-4.mol | [Molecular Weight]
284.14 |
Hazard Information | Back Directory | [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 |
|
Company Name: |
Tetranov Biopharm
|
Tel: |
13526569071 |
Website: |
http://www.leadmedpharm.com/index.html |
|