Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Azaindole | HCID 9220 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1,2-Diaminocyclohexane, (+)- | HCID 479307 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66922379 | HCID 66922379 | — |
Reaction Steps
To a mixture of 5-azaindole (780 mg, 6.60 mmol), copper(I) iodide (25.1 mg, 132 μmol), (1S,2S)-(+)-1,2-diaminocyclohexane (162 μl, 1.35 mmol) and potassium phosphate (2.52 g, 11.9 mmol) in dioxane (24 ml) was added iodobenzene (739 μl, 6.60 mmol). The reaction mixture was stirred overnight at 110° C. The mixture was then cooled to room temperature, filtered through silica gel, and the silica gel washed with EA. The combined filtrates was evaporated under reduced pressure, and the resulting solid was purified by preparative HPLC. The fractions containing the title compound were combined and lyophilized overnight. Yield: 1.28 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08580813B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-38c996eeacc14a7b8ea494a8279a4332 |
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| Source note | uspto-grants-2013_11 |
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