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Product Name:6-Methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CAS:445264-61-9
Purity:97%(Min,HPLC) Package:100g;1kg;5kg,10kg,25kg,50kg
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| | 2-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER Basic information |
| Product Name: | 2-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER | | Synonyms: | 2-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER;2-METHOXY-5-PYRIDINEBORONIC ACID, PINACOL ESTER;6-METHOXYPYRIDINE-3-BORONIC ACID, PINACOL ESTER;(2-Methoxypyridin-5-yl)boronic Acid Pinacol Ester;2-Methoxy-5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine (2-Methoxy-5-pyridineboronic acid pinacol ester);2-Methoxy-5-pyridineboronic acid pinacol ester, 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;6-Methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;2-Methoxy-5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine | | CAS: | 445264-61-9 | | MF: | C12H18BNO3 | | MW: | 235.09 | | EINECS: | | | Product Categories: | CHIRAL CHEMICALS | | Mol File: | 445264-61-9.mol |  |
| | 2-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER Chemical Properties |
| Melting point | 47-51 °C(lit.) | | Boiling point | 102°C/0.08mmHg(lit.) | | density | 1.06±0.1 g/cm3(Predicted) | | Fp | 216 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | Water Solubility | Soluble in water | | form | powder to crystal | | pka | 3.39±0.12(Predicted) | | color | White to Almost white | | InChI | 1S/C12H18BNO3/c1-11(2)12(3,4)17-13(16-11)9-6-7-10(15-5)14-8-9/h6-8H,1-5H3 | | InChIKey | QOGNDJLSYMJGPP-UHFFFAOYSA-N | | SMILES | COc1ccc(cn1)B2OC(C)(C)C(C)(C)O2 | | CAS DataBase Reference | 445264-61-9(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/38 | | Safety Statements | 26 | | WGK Germany | 3 | | HS Code | 2933399990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2 |
| | 2-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER Usage And Synthesis |
| Uses | 2-Methoxypyridine-5-boronic acid pinacol ester is used in the design and synthesis of oxazolidinone antibacterial agents. As well, it is used in the synthesis of [3,2-b]pyridines. | | Uses | (2-Methoxypyridin-5-yl)boronic Acid Pinacol Ester is used in the design and synthesis of oxazolidinone antibacterial agents. As well, it is used in the synthesis of [3,2-b]pyridines. | | Synthesis | Step 1: 5-bromo-2-methoxypyridine (55 g, 0.29 mol), pinacol ester of bisboronic acid (90 g, 0.35 mol), potassium acetate (57 g, 0.58 mol) and bis(triphenylphosphine)palladium(II) chloride (2.2 g, 3 mmol) were dissolved in anhydrous dioxane (500 mL) under nitrogen protection. The reaction mixture was heated and stirred at 108 °C overnight. Upon completion of the reaction, the mixture was concentrated and purified by column chromatography using hexane/ethyl acetate as eluent to afford pinacol ester of 6-methoxypyridine-3-boronic acid (58 g, 84% yield). | | References | [1] Patent: US9249156, 2016, B2. Location in patent: Page/Page column 36
[2] Patent: WO2018/85342, 2018, A1. Location in patent: Page/Page column 26; 28
[3] Patent: WO2014/186035, 2014, A1. Location in patent: Page/Page column 151
[4] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 12, p. 2496 - 2500
[5] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 19, p. 6477 - 6485 |
| | 2-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER Preparation Products And Raw materials |
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