Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 1,2-Diaminocyclohexane | HCID 4610 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 58049421 | HCID 58049421 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58049391 | HCID 58049391 | 19.8% |
Reaction Steps
A mixture of N-(3-iodobenzyl)-1-methyl-N-(tetrahydro-2H-pyran-4-yl)-1H-1,2,4-triazole-3-carboxamide (100 mg), imidazole (38 mg), copper iodide (9 mg), cesium carbonate (321 mg), 1,2-diaminocyclohexane (23 μL) and dioxane (1 mL) was stirred overnight at 120° C. After being left to cool, the mixture was diluted with chloroform, and the chloroform layer was washed with 12% aqueous ammonia and saturated saline, and dried over anhydrous magnesium sulfate. After filtering off the desiccant, the solvents were distilled off under reduced pressure and the resulting residue was purified by column chromatography (NH silica gel cartridge; hexane, ethyl acetate, chloroform/methanol=100:0 to 90:10) to give the titled compound (17 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08623898B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-a04134b9593f4a79b3d681b1f8f4ce05 |
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| Source note | uspto-grants-2014_01 |
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