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| | 1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE Basic information |
| | 1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE Chemical Properties |
| Melting point | 112 °C | | Boiling point | 257.2±25.0 °C(Predicted) | | density | 1.534±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Chloroform (Sparingly), Methanol (Sparingly) | | form | Solid | | pka | 0+-.0.10(Predicted) | | color | White to Off-White | | InChI | InChI=1S/C7H6BrNO/c1-5(10)7-3-2-6(8)4-9-7/h2-4H,1H3 | | InChIKey | IDZRAUUUHXQGKC-UHFFFAOYSA-N | | SMILES | C(=O)(C1=NC=C(Br)C=C1)C |
| | 1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE Usage And Synthesis |
| Uses | 1-(5-Bromo-2-pyridyl)ethanone is a reagent used to synthesize substituted pyridin-3-yl)phenyloxazolidinones as antibacterial agents with reduced activity against monoamine oxidase A. | | Synthesis | 2,5-Dibromopyridine (I-1-1) 8 g (33.7 mmol) was stirred with 337 mL of toluene at -40 °C in a nitrogen atmosphere. After stirring for 40 min, 21.4 mL (1.02 eq.) of a hexane solution of 1.6 M n-butyllithium was added slowly and dropwise to the reaction system, followed by 9.38 mL (3.0 eq.) of N,N-dimethylacetamide (DMAc). The reaction mixture was stirred and gradually warmed to 20 °C. Upon completion of the reaction, the reaction was quenched by the addition of saturated aqueous ammonium chloride, followed by extraction and liquid-liquid separation. The organic phase was purified by silica gel column chromatography to afford the target product 2-acetyl-5-bromopyridine (Compound I-1-2) 6.74 g in 100% yield as a white solid. | | References | [1] Patent: JP2016/56276, 2016, A. Location in patent: Paragraph 0111; 0112
[2] Tetrahedron, 2008, vol. 64, # 17, p. 3794 - 3801
[3] Dalton Transactions, 2011, vol. 40, # 29, p. 7534 - 7540
[4] Journal of the American Chemical Society, 2016, vol. 138, # 38, p. 12643 - 12647
[5] Patent: WO2015/27021, 2015, A1. Location in patent: Page/Page column 78 |
| | 1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE Preparation Products And Raw materials |
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