HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 1-(4-Cyclopropylpyridin-3-yl)-3-(6-fluorobenzo[b]thiophen-5-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 | 1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-one | HCID 70982007 | — |
| Reactant | 5-Bromo-6-fluorobenzo[b]thiophene | HCID 70982457 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(4-Cyclopropylpyridin-3-yl)-3-(6-fluorobenzo[b]thiophen-5-yl)imidazolidin-2-one | HCID 66576732 | 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: 90 g, 0.443 mmol) was reacted with 5-bromo-6-fluorobenzo[b]thiophene (I-28d: 102 mg, 0.443 mmol), 1,4-dioxane (4 mL), copper iodide (9 mg, 0.044 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (19 mg, 0.132 mmol) and potassium phosphate (282 mg, 1.329 mmol) to afford the crude product. Purification by preparative HPLC afforded 9 mg of the product (6% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339501B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-7bb2ffc67400454c83e1e592abb07da8 |
| Source note | uspto-grants-2016_05 |