HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-(6-Chloro-2-(trifluoromethyl) pyrimidin-4-yl)-3-(4-cyclopropylpyridin-3-yl) imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 4,6-Dichloro-2-trifluoromethylpyrimidine | HCID 15713197 | — |
| Reactant | 1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-one | HCID 70982007 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(6-Chloro-2-(trifluoromethyl) pyrimidin-4-yl)-3-(4-cyclopropylpyridin-3-yl) imidazolidin-2-one | HCID 66576893 | 13.24% |
Reaction Steps
Using analogous reagents and reaction conditions as described in Example 11 above, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 100 mg, 0.492 mmol) was reacted with 4,6-dichloro-2-trifluoromethylpyrimidine (120 mg, 0.541 mmol), xantphos (25 mg, 0.04428 mmol), Pd2(dba)3 (15 mg, 0.01476 mmol), cesium carbonate (225 mg, 0.6888 mmol) and 1,4-dioxane (5 mL) in a sealed tube for 5 hours. Purification by column chromatography on silica gel (1% methanol in chloroform) followed by preparative HPLC afforded 25 mg of the product (13.24% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339501B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-46c9452e0ce647d38a6ac6259d79a29d |
| Source note | uspto-grants-2016_05 |