| Identification | More | [Name]
2-Methoxypyridine-3-boronic acid | [CAS]
163105-90-6 | [Synonyms]
2-METHOXY-3-PYRIDINEBORONIC ACID
2-METHOXY-3-PYRIDINYL BORONIC ACID
2-METHOXY-3-PYRIDYL BORONIC ACID
2-METHOXYPYRIDIN-3-YLBORONIC ACID
2-METHOXYPYRIDIN-3-YLBORONIC ACID HYDRATE
2-METHOXYPYRIDINE-3-BORONIC ACID
2-METHOXYPYRIDINE-3-BORONIC ACID HYDRATE
2-METHOXYPYRIDYL-3-BORONIC ACID HYDRATE
AKOS BRN-0474
2-methoxypyridine-3-borono acid
2-Methoxypyridine-3-boronic acid ,98% | [EINECS(EC#)]
672-925-3 | [Molecular Formula]
C6H8BNO3 | [MDL Number]
MFCD06659055 | [Molecular Weight]
152.94 | [MOL File]
163105-90-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
140-144 °C | [Boiling point ]
326.4±52.0 °C(Predicted) | [density ]
1.24±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
6.90±0.58(Predicted) | [color ]
White | [Detection Methods]
HPLC,NMR | [InChI]
InChI=1S/C6H8BNO3/c1-11-6-5(7(9)10)3-2-4-8-6/h2-4,9-10H,1H3 | [InChIKey]
NVOLYUXUHWBCRJ-UHFFFAOYSA-N | [SMILES]
B(C1=CC=CN=C1OC)(O)O | [CAS DataBase Reference]
163105-90-6(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen |
| Hazard Information | Back Directory | [Chemical Properties]
White to light brown powder | [Uses]
2-Methoxypyridine-3-boronic acid is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | [General Description]
May contain varying amounts of anhydride. | [Synthesis]
The general procedure for the synthesis of 2-methoxypyridine-3-boronic acid from 2-methoxypyridine was as follows: 2-methoxypyridine (23.2 g) and diisopropylamine (1.35 mL) were dissolved in tetrahydrofuran (THF, 223 mL) at -20 °C, and lithium (trimethylsilylmethyl) was slowly added (218 mL, 13.8 wt% hexane solution). After 7 hours of reaction, the lithiation was 84% complete. Maintaining a temperature of -20 °C, triisopropyl borate (40.8 g) was added dropwise over 40 min. Subsequently, the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, 5% aqueous sodium hydroxide solution (225 mL) was added for hydrolysis. After separation of the aqueous layer, the pH was adjusted with 10% aqueous hydrochloric acid solution to 5. The resulting white precipitate was collected by filtration. After drying, 22.23 g of 2-methoxypyridine-3-boronic acid was obtained in 68% yield. | [References]
[1] Patent: WO2004/92125, 2004, A2. Location in patent: Page 8
[2] Journal of Organic Chemistry, 2005, vol. 70, # 1, p. 388 - 390
[3] Synthesis, 2003, # 7, p. 1035 - 1038 |
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