HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 3-[2-Oxo-3-(3-trifluoromethyl-phenyl)-imidazolidin-1-yl]-isonicotinic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1-[3-(Trifluoromethyl)phenyl]-2-imidazolidinone | HCID 1478109 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Reactant | Ethyl 3-bromoisonicotinate | HCID 15141565 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-[2-Oxo-3-(3-trifluoromethyl-phenyl)-imidazolidin-1-yl]-isonicotinic acid ethyl ester | HCID 70984122 | 85% |
Reaction Steps
Using analogous reagents and reaction conditions as described in Example 1 above, 1-(3-trifluoromethyl-phenyl)-imidazolidin-2-one (I-36b: 200 mg, 0.869 mmol) was reacted with 3-bromo-isonicotinic acid ethyl ester (239 mg, 1.042 mmol), copper iodide (16.5 mg, 0.869 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (37.01 mg, 0.26 mmol), potassium phosphate (460.5 mg, 2.172 mmol) and 1,4-dioxane (5 mL) to afford crude product. Purification by column chromatography on silica gel (60% ethyl acetate in hexane) afforded 280 mg of pure product (85% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339501B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-d9c615c071b241a99d8129c516d01130 |
| Source note | uspto-grants-2016_05 |