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| | 7-Chlorothieno[3,2-b]pyridine Basic information |
| | 7-Chlorothieno[3,2-b]pyridine Chemical Properties |
| Melting point | 34.0-35.5 °C | | Boiling point | 257.5±20.0 °C(Predicted) | | density | 1.435±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | form | powder to lump | | pka | 2.87±0.30(Predicted) | | color | White to Yellow to Orange | | InChI | InChI=1S/C7H4ClNS/c8-5-1-3-9-6-2-4-10-7(5)6/h1-4H | | InChIKey | GYQUXKQLCNFKQT-UHFFFAOYSA-N | | SMILES | C12C=CSC1=C(Cl)C=CN=2 |
| | 7-Chlorothieno[3,2-b]pyridine Usage And Synthesis |
| Uses | 7-Chlorothieno[3,2-b]pyridine is a pyridine derivative and a pharmaceutical intermediate compound. It can be used in the preparation of piperidines and deuterated thiophene pyridine compounds, and can also be used in the synthesis of compounds with anticancer activity. | | Chemical Properties | 7-Chlorothieno[3,2-b]pyridine is a white to yellow to orange powder to lumpy intermediate composition. It has a melting point of 35 °C and a flash point of 110 °C. It is stored at 0-10 °C. It is irritating to eyes and skin. | | Synthesis | To a 250 mL round-bottomed flask were added 30 mL of methylene chloride and 20 mL of ethylene chloride, followed by N,N-dimethylformamide (1.8 mL, 23.28 mmol) and oxalyl chloride (2.9 mL, 33.86 mmol). Oxalyl chloride was slowly added dropwise to the mixture at 0 °C. Next, thieno[3,2-b]pyridin-7(4H)-one (1.6 g, 10.58 mmol) was added and the reaction mixture was heated to reflux for 6 hours. After completion of the reaction, the mixture was cooled to room temperature to afford 7-chlorothieno[3,2-b]pyridine (1.7 g, 90% yield) as a pale yellow solid. The product was characterized by 1H-NMR (400 MHz, CDCl3): δ 8.61 (d, J = 5.2 Hz, 1H), 7.81 (d, J = 5.2 Hz, 1H), 7.30 (d, J = 4.8 Hz, 1H). | | References | [1] Patent: US2013/72482, 2013, A1. Location in patent: Paragraph 0281; 0286; 0287
[2] Patent: EP1724268, 2006, A1. Location in patent: Page/Page column 50-51
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 21 - 24
[4] Patent: CN107151240, 2017, A. Location in patent: Paragraph 0262; 0263; 0264
[5] Journal of Chemical Research, Miniprint, 1984, # 3, p. 771 - 795 |
| | 7-Chlorothieno[3,2-b]pyridine Preparation Products And Raw materials |
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