HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromonaphthalene → 1-Naphthalen-2-yl-3-pyridin-3-yl-tetrahydro-pyrimidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromonaphthalene | HCID 11372 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,2-Diaminocyclohexane, trans- | HCID 43806 | — |
| Reactant | HCID 59636159 | HCID 59636159 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Naphthalen-2-yl-3-pyridin-3-yl-tetrahydro-pyrimidin-2-one | HCID 59636215 | 35.71% |
Reaction Steps
Using the same reaction conditions as in Example 1, 1-pyridin-3-yl-tetrahydro-pyrimidin-2-one (I-10b: 118 mg, 0.724 mmol) was reacted with 2-bromo-naphthalene (150 mg, 0.724 mmol), 1,4-dioxane (5 mL), copper iodide (13.79 mg, 0.0724 mmol), trans-1,2-diamino cyclohexane (24.865 mg, 0.2172 mmol) and potassium carbonate (200 mg, 1.448 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in chloroform) afforded 75 mg of the product (35.71% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | USRE045173E1 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-268c04b1e14c42b48aaeb2e69afaef06 |
| Source note | uspto-grants-2014_09 |