Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 66858917 | HCID 66858917 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46864914 | HCID 46864914 | 65% |
Reaction Steps
A mixture of 5-(5-chloro-1-(4-fluorophenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-fluoro-5-methoxyphenyl)-1H-1,2,4-triazol-3-amine (120 mg, 0.237 mmol), potassium carbonate (98 mg, 0.710 tunnel) and potassium iodide (58.9 mg, 0.355 mmol) in DMF (5 mL) was heated at 60° C. for 16 hrs. The solvent was removed in vacuo. The crude product was purified using silica gel column chromatography (0-100% EtOAc/CH2Cl2, linear gradient) to afford 72 mg (65% yield) of the titled compound as a solid. LC-MS (M+H)+ 471.2. 1H NMR (500 MHz, chloroform-d) δ ppm 7.41 (s, 1 H) 7.13 (dd, J=8.39, 5.34 Hz, 2 H) 7.03-7.06 (m, 3 H) 6.91 (s, 1 H) 6.89 (dd, J=11.90, 2.14 Hz, 1 H) 4.28 (d, J=7.32 Hz, 1 H) 4.23 (t, J=4.88 Hz, 2 H) 3.72 (s, 3 H) 2.15-2.26 (m, 1 H) 2.05-2.11 (m, 1 H) 1.79-2.03 (m, 4 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-dd1578632390489e90f5c610f5bea6a0 |
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| Source note | uspto-grants-2013_01 |
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