| Identification | Back Directory | [Name]
2-FLUORO-5-(4 4 5 5-TETRAMETHYL-(1 3 2)& | [CAS]
444120-95-0 | [Synonyms]
2-FLUORO-5-(4 4 5 5-TETRAMETHYL-(1 3 2)&
2-Fluoro-5-pyridineboronic acid pinacol ester
2-Fluoropyridine-5-boronic acid pinacol ester
2-Flouropyridine-5-boronic acid pinacol ester
2-Fluoropyridin-5-ylboronic acid pinacol ester
6-FLUOROPYRIDINE-3-BORONIC ACID, PINACOL ESTER
2-Fluoropyridine-5-boronic acid pinacol ester >=95%
2-fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
2-FLUORO-5-(4 4 5 5-TETRAMETHYL-(1 3 2)& ISO 9001：2015 REACH
2-(6-Fluoro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Pyridine, 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
2-Fluoro-5-pyridineboronic acid pinacol ester, 2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyridine | [Molecular Formula]
C11H15BFNO2 | [MDL Number]
MFCD03412792 | [MOL File]
444120-95-0.mol | [Molecular Weight]
223.05 |
| Chemical Properties | Back Directory | [Melting point ]
29-33 °C(lit.)
| [Boiling point ]
304.2±27.0 °C(Predicted) | [density ]
1.09±0.1 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to lump | [pka]
-0.44±0.12(Predicted) | [color ]
White to Light yellow | [InChI]
InChI=1S/C11H15BFNO2/c1-10(2)11(3,4)16-12(15-10)8-5-6-9(13)14-7-8/h5-7H,1-4H3 | [InChIKey]
ZKSRQMCKFLGPQU-UHFFFAOYSA-N | [SMILES]
C1(F)=NC=C(B2OC(C)(C)C(C)(C)O2)C=C1 |
| Hazard Information | Back Directory | [Uses]
2-Fluoropyridine-5-boronic acid pinacol ester is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | [Synthesis]
General procedure for the synthesis of 2-fluoro-5-bromopyridine and pinacol ester of bisboronic acid from 2-fluoro-5-bromopyridine and pinacol ester of bisboronic acid: under nitrogen protection, Pd(dppf)Cl2 (4.16 g, 5.68 mmol) was added in a single step to a solution containing 5-bromo-2-fluoro-pyridine (10 g, 56.82 mmol), pinacol ester of bisboronic acid (21.64 g, 85.23 mmol) and potassium acetate (16.73 g, 170.46 mmol) in a solution of dioxane (100 mL). The mixture was stirred at room temperature for 10 minutes and then heated to reflux for 6 hours. Upon completion of the reaction, the solvent was removed by direct evaporation and the residue was purified by flash silica gel column chromatography to afford the target product 2-fluoropyridine-5-boronic acid pinacol ester (10.5 g, 82.85% yield). The structure of the product was confirmed by 1H NMR (400 MHz, chloroform-d): δ 8.59 (s, 1H), 8.15 (dt, J = 1.76, 8.41 Hz, 1H), 6.91 (dd, J = 2.26, 8.28 Hz, 1H), 1.35 (s, 12H). | [References]
[1] Patent: EP3333157, 2018, A1. Location in patent: Paragraph 0255; 0256
[2] Patent: EP3239143, 2017, A2. Location in patent: Paragraph 0215
[3] Patent: WO2006/38116, 2006, A2. Location in patent: Page/Page column 40
[4] Patent: EP2891656, 2015, A1. Location in patent: Paragraph 0245
[5] Patent: WO2006/126081, 2006, A2. Location in patent: Page/Page column 52-53 |
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