2,6-DIFLUOROPYRIDINE-3-BORONIC ACID
2,6-Difluoropyridine-3-boronic acid
CAS: 136466-94-9
Molecular Formula: C5H4BF2NO2
2,6-DIFLUOROPYRIDINE-3-BORONIC ACID - Names and Identifiers
| Name | 2,6-Difluoropyridine-3-boronic acid |
| Synonyms | 2,6-Difluoropyridin-3-Ylboronicacid 2,6-DIFLUORO-3-PYRIDYL BORONIC ACID 2,6-Difluoropyridine-3-boronic acid 2,6-DIFLUOROPYRIDINE-3-BORONIC ACID (2,6-difluoro-3-pyridyl)boronic acid (2,6-DIFLUOROPYRIDIN-3-YL)BORONIC ACID (2,6-DIFLUORO-3-PYRIDINYL)-BORONIC ACID 6-Chloro-2-fluoropyridine-3-boronic acid Boronic acid, (2,6-difluoro-3-pyridinyl)- (9CI) 2,6-Difluoro-3-pyridineboronic Acid (contains varying amounts of Anhydride) |
| CAS | 136466-94-9 |
| InChI | InChI=1/C5H4BF2NO2/c7-4-2-1-3(6(10)11)5(8)9-4/h1-2,10-11H |
| InChIKey | LCCZTROJRJFXNV-UHFFFAOYSA-N |
2,6-DIFLUOROPYRIDINE-3-BORONIC ACID - Physico-chemical Properties
| Molecular Formula | C5H4BF2NO2 |
| Molar Mass | 158.9 |
| Density | 1.44±0.1 g/cm3(Predicted) |
| Melting Point | 168 °C(Solv: ethyl acetate (141-78-6); ethyl ether (60-29-7)) |
| Boling Point | 314.8±52.0 °C(Predicted) |
| Flash Point | 144.161°C |
| Water Solubility | Soluble in water |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | powder to crystal |
| Color | White to Light yellow |
| pKa | 6.77±0.58(Predicted) |
| Storage Condition | Inert atmosphere,2-8°C |
| Refractive Index | 1.483 |
| Physical and Chemical Properties | Storage condition: Store Cold |
2,6-DIFLUOROPYRIDINE-3-BORONIC ACID - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37 - Wear suitable gloves. |
| HS Code | 29333990 |
2,6-DIFLUOROPYRIDINE-3-BORONIC ACID - Reference Information
| Use | 2, 6-difluoropyridine-3-boronic acid is a fluorine-containing pyridine boronic acid, it can be used as an important pharmaceutical intermediate, and can be used as a raw material for the synthesis of steroids, sulfonamides, resistance amines and Spiro amides. According to the mechanism of Suzuki aryl coupling reaction, the docking of pyridine ring and other aromatic heterocyclic ring can be realized under mild conditions by using pyridine boronic acid compounds. |
| preparation method | under the protection of nitrogen, 7. 5ml of 1. 6m lithium diisopropylamine THF solution was slowly added dropwise to -78 °c containing 0. 91ml of 10mmol of 2, in a mixture of 6-difluoropyridine and 40ml of diethyl ether, the reaction was stirred at -78 °c for 1 hour. After adding 1.40ml of 12.5mmol of trimethyl borate to the reaction system, the temperature was naturally raised to room temperature, and the reaction was continued with stirring for 1 hour. Then, 20ml of an aqueous NaOH solution with a mass fraction of 5% was slowly added to the reaction mixture to terminate the reaction. After stirring for 10 minutes, an appropriate amount of an aqueous HCl solution with a concentration of 3m was added dropwise to adjust the pH value to neutral. The ethyl acetate was extracted several times, and the organic phases were combined. After removing the solvent by rotary evaporation, 1.43g of white solid was obtained, and the yield was 90%. The hydrogen spectrum data of the product are as follows: 1HNMR(400MHz,CDCl3,ppm): Δ8.45 (d,1H),6.94(d,1H),5.33(s,2H) |
Last Update：2024-04-09 20:52:54
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