Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178493067 | HCID 178493067 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58110009 | HCID 58110009 | 38.2% |
Reaction Steps
A mixture of 3-(5-chloro-1-(4-fluorophenyl)pentyl)-N-(3-methoxy-4-(6-methylpyridazin-4-yl)phenyl)-1H-1,2,4-triazol-5-amine (102 mg, 0.212 mmol), potassium carbonate (117 mg, 0.848 mmol), and potassium iodide (70.4 mg, 0.424 mmol) in DMF (5 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 36 mg (36% yield) of the titled compound as a solid. LC-MS (M+H)+ 455.3. 1H NMR (500 MHz, methanol-d4) δ ppm 9.19 (s, 1 H) 7.68 (s, 1 H) 7.45 (s, 1 H) 7.33 (d, J=8.55 Hz, 1 H) 7.20 (dd, J=8.09, 5.65 Hz, 2 H) 7.00-7.10 (m, 3 H) 4.34 (d, J=8.24 Hz, 1 H) 4.14-4.30 (m, 2 H) 3.77 (s, 3 H) 2.64 (s, 3 H) 2.11-2.26 (m, 1 H) 1.71-2.08 (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-fd278cc336c2456bb9c4678542deb159 |
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| Source note | uspto-grants-2013_01 |
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