| Identification | More | [Name]
2-Picoline-5-boronic acid | [CAS]
659742-21-9 | [Synonyms]
2-METHYL-5-PYRIDINYLBORONIC ACID
2-METHYLPYRIDINE-5-BORONIC ACID
(6-METHYLPYRIDIN-3-YL)BORONIC ACID
6-METHYLPYRIDINE-3-BORONIC ACID
Boronicacid,(6-methyl-3-pyridinyl)
Boronic acid, (6-methyl-3-pyridinyl)-(9CI)
6-Methylpyridine-3-Boronic
2-Methylpyridin-5-ylboronic acid
2-Picoline-5-boronic acid
2-METHYL-5-PYRIDINEBORONIC ACID
Boronic acid, B-(6-methyl-3-pyridinyl)-
2-Methylpyridine-5-boronic acid ,98%
2-Methyl-5-boronic acid | [EINECS(EC#)]
689-887-9 | [Molecular Formula]
C6H8BNO2 | [MDL Number]
MFCD06801736 | [Molecular Weight]
136.94 | [MOL File]
659742-21-9.mol |
| Chemical Properties | Back Directory | [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) | [form ]
Powder | [pka]
4.27±0.10(Predicted) | [color ]
White to pale brown | [Detection Methods]
HPLC | [Stability:]
Hygroscopic | [CAS DataBase Reference]
659742-21-9(CAS DataBase Reference) |
| Hazard Information | Back Directory | [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
[2] Patent: WO2005/32493, 2005, A2. Location in patent: Page/Page column 40-41 |
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