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| | 6-Methylpyridine-3-boronic Acid Basic information |
| | 6-Methylpyridine-3-boronic Acid Chemical Properties |
| Melting point | 128-130°C | | Boiling point | 294.7±42.0 °C(Predicted) | | density | 1.18±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | DMSO (Slightly), Methanol (Slightly) | | pka | 4.27±0.10(Predicted) | | form | Powder | | color | White to pale brown | | Stability: | Hygroscopic | | InChI | 1S/C6H8BNO2/c1-5-2-3-6(4-8-5)7(9)10/h2-4,9-10H,1H3 | | InChIKey | MZUSCPDSQJSBSY-UHFFFAOYSA-N | | SMILES | Cc1ccc(cn1)B(O)O | | CAS DataBase Reference | 659742-21-9(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | WGK Germany | 3 | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids |
| | 6-Methylpyridine-3-boronic Acid Usage And Synthesis |
| Chemical Properties | White to off-white solid | | Uses | 6-Methylpyridine-3-boronic Acid is used in the preparation of various biologically active compound such as phosphoinositide-3-kinases (PI3K) and c-jun N-terminal kinase (JNK) inhibitors. | | Uses | suzuki reaction | | Synthesis | General procedure for the synthesis of 6-methyl-3-pyridineboronic acid from 6-methyl-3-pyridinol trifluoromethanesulfonate and bis(pinacolato)diboronate: 6-methyl-3-pyridinol trifluoromethanesulfonate (4.6 mmol) was dissolved in acetonitrile (30 mL) and transferred to a 5 mL microwave reaction tube. To this solution was added 1.5 equivalents of bis(pinacolato)diboron (6.9 mmol; 1.71 g). The mixture was stirred on a magnetic stirrer until complete dissolution. Subsequently, potassium acetate (13.8 mmol; 1.35 g) and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (98 mg, 0.03 mol%) were added to the mixture. The reaction mixture was placed in a microwave reactor and heated at 160°C for 2 x 600 seconds. Upon completion of the reaction (monitored by LC-MS), the acetonitrile was removed by evaporation to give a black solid. The solid was dissolved in DMSO and purified by HPLC to give the final target product 6-methyl-3-pyridineboronic acid (580 mg, 92% yield; 4.2 mmol). Mass spectral data: MH+ = 138. | | References | [1] Patent: WO2005/32493, 2005, A2. Location in patent: Page/Page column 40-41 |
| | 6-Methylpyridine-3-boronic Acid Preparation Products And Raw materials |
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