HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene, 1-bromo-3-(trifluoromethyl)- → 1-(4-Cyclopropylpyridin-3-yl)-3-(3-(trifluoromethyl) phenyl)imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene, 1-bromo-3-(trifluoromethyl)- | HCID 9817 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Reactant | 1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-one | HCID 70982007 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(4-Cyclopropylpyridin-3-yl)-3-(3-(trifluoromethyl) phenyl)imidazolidin-2-one | HCID 66576485 | 80% |
Reaction Steps
Using analogous reagents and reaction conditions as described in Example 1 above, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 150 mg, 0.738 mmol) was reacted with 1-bromo-3-(trifluoromethyl)benzene (831 mg, 3.69 mmol), 1,4-dioxane (10 mL), copper iodide (14.0 mg, 0.073 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (8.4 mg, 0.073 mmol) and potassium phosphate (469.9 mg, 2.21 mmol) to afford the crude product. Purification by column chromatography on silica gel (1.5% methanol in CHCl3) afforded 205 mg of the product (80% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029399B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-ee848d32028b4c45b265a1fb4a8c91a2 |
| Source note | uspto-grants-2015_05 |