HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 1-(Benzo[b]thiophen-2-yl)-3-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Bromobenzo(b)thiophene | HCID 94786 | — |
| 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-(Benzo[b]thiophen-2-yl)-3-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one | HCID 66576486 | 34.3% |
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 2-bromobenzo[b]thiophene (188 mg, 0.886 mmol), 1,4-dioxane (6 mL), copper iodide (14.0 mg, 0.0739 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (10.5 mg, 0.0739 mmol) and potassium phosphate (470 mg, 2.21 mmol) to afford the crude product. Purification by column chromatography on silica gel (0.5% methanol in CHCl3) afforded 85 mg of the product (34% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029399B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-cd3d6f9279434aee9374ef8e95219a46 |
| Source note | uspto-grants-2015_05 |