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| | 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone Basic information | | Application |
| Product Name: | 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone | | Synonyms: | 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone;1-Acetyl-5,6-dihydro-2H-pyridine-4-boronic acid, pinacol ester;1-[3,6-Dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-pyridinyl]ethanone;(1-ACETYL-1,2,3,6-TETRAHYDROPYRIDIN-4-YL)BORONIC ACID PINACOL ESTER;(1-ACETYL-1,2,3;1-Acetyl-1,2,3,6-tetrahydropyridine-4-boronic Acid Pinacol Ester;1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridin-1-yl]ethan-1-one;N-acetyl-3,6-dihydro-2H-pyridine-4-boronic acid pinacol ester | | CAS: | 1227068-67-8 | | MF: | C13H22BNO3 | | MW: | 251.13 | | EINECS: | | | Product Categories: | Organic boronic acid | | Mol File: | 1227068-67-8.mol |  |
| | 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone Chemical Properties |
| Boiling point | 329.2±52.0 °C(Predicted) | | density | 1.05±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | pka | -0.34±0.40(Predicted) | | Appearance | White to yellow Solid |
| | 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone Usage And Synthesis |
| Application | 1-Acetyl-5,6-dihydro-2H-pyridine-4-boronic acid pinacol ester can be used as an organic synthesis intermediate and a pharmaceutical intermediate in laboratory research and development processes and in the synthesis of pharmaceutical chemicals. | | Synthesis | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride (Intermediate G3, 1.4 g, 5.70 mmol) was suspended in dichloromethane (DCM, 15 mL) and stirred at 0 °C. Subsequently, triethylamine (TEA, 2.384 mL, 17.10 mmol) and acetyl chloride (AcCl, 0.405 mL, 5.70 mmol) were sequentially added to the reaction system. The reaction mixture was gradually warmed to room temperature and stirring was continued for 30 minutes. Upon completion of the reaction, the reaction volume was concentrated to 1/3 of the initial volume and the residue was diluted with ethyl acetate (AcOEt, 150 mL). The organic phase was washed sequentially twice with water, once with 0.2 M aqueous hydrochloric acid, once with saturated aqueous sodium bicarbonate (NaHCO3) and finally dried over anhydrous sodium sulfate (Na2SO4). The solvent was removed under reduced pressure to give 1-acetyl-5,6-dihydro-2H-pyridine-4-boronic acid pinacol ester (1.24 g, 87% yield) as a pale yellow solid.UPLC-MS analysis resulted in a retention time of 0.83 min and a molecular ion peak of 252.3 [M+H]+, analytical method 9. | | References | [1] Patent: WO2015/91685, 2015, A1. Location in patent: Page/Page column 139
[2] Patent: US2015/166549, 2015, A1. Location in patent: Paragraph 0861; 0862; 0863
[3] Patent: WO2011/143495, 2011, A1. Location in patent: Page/Page column 86 |
| | 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2h)-yl)ethanone Preparation Products And Raw materials |
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