| Identification | Back Directory | [Name]
2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine | [CAS]
1056039-83-8 | [Synonyms]
TEDIZOLID ITS-3
Tedizolid intermediate H
2-(2-Methyl-2H-tetrazol-5-yl)-5-(4
Pinacol 2-(2-methyl-2H-tetrazol-5-yl)-5-pyridineboronate
2-(2-Methyl-2H-tetrazol-5-yl)pyridine-5-boronic acid pinacol
2-(2-Methyl-2H-tetrazol-5-yl)pyridine-5-boronic acid pinacol ester
2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine
Pyridine, 2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- | [Molecular Formula]
C13H18BN5O2 | [MDL Number]
MFCD18382903 | [MOL File]
1056039-83-8.mol | [Molecular Weight]
287.125 |
| Chemical Properties | Back Directory | [Boiling point ]
450.6±55.0 °C(Predicted) | [density ]
1.24±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
1.13±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C13H18BN5O2/c1-12(2)13(3,4)21-14(20-12)9-6-7-10(15-8-9)11-16-18-19(5)17-11/h6-8H,1-5H3 | [InChIKey]
VOEFRGFXMMXFGK-UHFFFAOYSA-N | [SMILES]
C1(C2=NN(C)N=N2)=NC=C(B2OC(C)(C)C(C)(C)O2)C=C1 |
| Hazard Information | Back Directory | [Uses]
2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine has been used to investigate torezolid -based antibacterial agent. | [Synthesis]
To a solution of 2-(2-methyl-tetrazolyl)-5-bromopyridine (1.00 g, 4.17 mmol) in dry degassed 1,4-dioxane (15 mL) was added bis(pinacolato)diboron (1.27 g, 5.00 mmol), potassium acetate (1.35 g, 13.75 mmol), and Pd(dppf)Cl2 (0.26 g, 0.35 mmol). The reaction mixture was placed in a sealed tube under argon protection and heated and stirred at 80°C for 3 hours. Upon completion of the reaction, the mixture was rapidly filtered through a silica gel column and dichloromethane was used as eluent. The organic layer was collected, concentrated under reduced pressure and the residue was washed with hexane to afford the white solid product 2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1.03 g, 86.3% yield). The product was characterized by 1H-NMR (400 MHz, CDCl3): δ 9.14 (s, 1H), 8.30 (m, 2H), 4.48 (s, 3H), 1.38 (s, 12H). | [References]
[1] Chemical and Pharmaceutical Bulletin, 2015, vol. 63, # 2, p. 143 - 146
[2] Patent: WO2008/108988, 2008, A1. Location in patent: Page/Page column 53
[3] European Journal of Organic Chemistry, 2016, vol. 2016, # 7, p. 1305 - 1313
[4] Patent: WO2009/74812, 2009, A1. Location in patent: Page/Page column 41
[5] Patent: US2010/69441, 2010, A1. Location in patent: Page/Page column 21-22 |
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