Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178505677 | HCID 178505677 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46864913 | HCID 46864913 | 75.3% |
Reaction Steps
A mixture of 3-(5-chloro-1-(4-fluorophenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3,5-difluorophenyl)-1H-1,2,4-triazol-5-amine (40 mg, 0.081 mmol), potassium carbonate (11.2 mg, 0.081 mmol), and potassium iodide (13.4 mg, 0.081 mmol) in DMF (2 mL) was heated at 55° C. for 5 hrs. The solvent was removed in vacuo. The crude product was purified using silica gel column chromatography (0-10% MeOH/CH2Cl2, linear gradient) to afford 28 mg (72% yield) of the titled compound as a solid. LC-MS (M+H)+ 459.2. 1H NMR (500 MHz, chloroform-d) δ ppm 7.49 (s, 1 H) 7.19 (d, J=10.38 Hz, 2 H) 7.14 (dd, J=8.55, 5.49 Hz, 2 H) 7.06 (t, J=8.55 Hz, 2 H) 7.00 (s, 1 H) 4.18-4.33 (m, 3 H) 2.15-2.28 (m, 1H) 1.78-2.15 (m, 5 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349880B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-ee75d8bdc2324b688858093734e1dea7 |
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| Source note | uspto-grants-2013_01 |
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