HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 1-(2-Chloro-6-(trifluoromethyl)pyridin-4-yl)-3-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Reactant | 2-Chloro-4-iodo-6-(trifluoromethyl)pyridine | HCID 10859785 | — |
| Reactant | 1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-one | HCID 70982007 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(2-Chloro-6-(trifluoromethyl)pyridin-4-yl)-3-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one | HCID 66576972 | 10.6% |
Reaction Steps
Using analogous reagents and reaction conditions as described in Example 1 above, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 110 mg, 0.5412 mmol) was reacted with 2-chloro-4-iodo-6-(trifluoromethyl)pyridine (200 mg, 0.6494 mmol), 1,4-dioxane (5 mL), copper iodide (10 mg, 0.0541 mmol), trans-N1,N2-dimethylcyclohexane-1,2-diamine (23 mg, 0.1623 mmol) and potassium phosphate (345 mg, 1.6236 mmol) to afford the crude product. Purification by column chromatography on silica gel (1.5% methanol in CHCl3), followed by prep HPLC afforded 22 mg of the product (10% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339501B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-e565501d3cf8420895a9c84aa1860ca3 |
| Source note | uspto-grants-2016_05 |