HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-(4-Cyclopropylpyridin-3-yl)-3-(2-methylpyrimidin-4-yl)imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-2-methylpyrimidine | HCID 424447 | — |
| Reactant | 1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-one | HCID 70982007 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(4-Cyclopropylpyridin-3-yl)-3-(2-methylpyrimidin-4-yl)imidazolidin-2-one | HCID 70984599 | 52.3% |
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-chloro-2-methylpyrimidine (68 mg, 0.541 mmol), 2-dicyclohexyl-phosphino-2′,4′,6′-triisopropylbiphenyl (23 mg, 0.0492 mmol), Pd2(dba)3 (23 mg, 0.024 mmol), cesium carbonate (400 mg, 1.23 mmol) and toluene (5 mL) in seal tube at 110° C. for 14 hours. Purification by column chromatography on silica gel (1.5% methanol in chloroform) afforded 76 mg of the product (52% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029399B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-bba8255c49d748b987122f956929100c |
| Source note | uspto-grants-2015_05 |