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| | 2-Chloro-5-hydroxypyridine Basic information | | Uses |
| | 2-Chloro-5-hydroxypyridine Chemical Properties |
| Melting point | 155-158°C | | Boiling point | 351.9±22.0 °C(Predicted) | | density | 1.392±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | form | powder to crystal | | pka | 8.69±0.10(Predicted) | | color | Light yellow to Brown | | InChI | InChI=1S/C5H4ClNO/c6-5-2-1-4(8)3-7-5/h1-3,8H | | InChIKey | KVCOOWROABTXDJ-UHFFFAOYSA-N | | SMILES | C1=NC(Cl)=CC=C1O | | CAS DataBase Reference | 41288-96-4(CAS DataBase Reference) |
| | 2-Chloro-5-hydroxypyridine Usage And Synthesis |
| Uses | 2-Chloro-5-hydroxypyridine is an organic intermediate. | | Chemical Properties | Light yellow Cryst | | Synthesis | 11B. 6-Chloropyridin-3-yl acetate (11.1 g, 64.7 mmol) from step 11a was dissolved in methanol at room temperature, followed by addition of solid potassium carbonate (4.47 g, 32.4 mmol). The reaction mixture was stirred for 2 hours and the volatiles were removed under reduced pressure. The residue was diluted with ether and water, and the aqueous phase was neutralized to pH 7 by addition of aqueous 1 N hydrochloric acid.The organic and aqueous layers were separated and the aqueous phase was extracted twice with ether. The organic extracts were combined, dried over magnesium sulfate and concentrated to give 2-chloro-5-hydroxypyridine as a white solid (8.03 g, 96% yield): melting point 155 °C; 1H NMR (CD3OD, 300 MHz) δ 7.20-7.28 (m, 2H), 7.88 (m, 1H); mass spectrum (CI/NH3) m/z: 130,132 (M+H) +; 147,149 (M+NH4)+. | | References | [1] Patent: US6696439, 2004, B1. Location in patent: Page column 20
[2] Patent: US6001849, 1999, A
[3] Tetrahedron Letters, 2003, vol. 44, # 4, p. 725 - 728
[4] Patent: EP1698626, 2006, A1. Location in patent: Page/Page column 24
[5] Patent: WO2004/72072, 2004, A1. Location in patent: Page 85 |
| | 2-Chloro-5-hydroxypyridine Preparation Products And Raw materials |
| Raw materials | Benzene, 1-[(1,1-dimethylethyl)sulfinyl]-4-methyl-, (R)--->Ethyl 2-(6-chloropyridin-3-yloxy)-2-methylpropanoate-->Potassium 6-chloropyridine-3-trifluoroborate-->6-Chloro-3-pyridinyl acetate-->2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-->2-Chloro-5-iodopyridine-->2-Chloro-3-hydroxypyridine-->5-Amino-2-chloropyridine-->Methanol-->Hydrochloric acid | | Preparation Products | 6-Chloro-3-hydroxy-2-nitropyridine-->6-Chloro-2-iodo-3-hydroxypyridine-->tert-Butyl 4-{[(6-chloropyridin-3-yl)oxy]methyl}piperidine-1-carboxylate-->3-Pyridinol, 6-(4-morpholinyl)--->Pyridine, 2-chloro-5-(phenylmethoxy)- |
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