HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-(3-Fluoro-5-iodo-pyridin-2-yl)-4,4-dimethyl-imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4,4-Dimethylimidazolidin-2-one | HCID 232656 | — |
| Reactant | 2,3-Difluoro-5-iodopyridine | HCID 11322427 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(3-Fluoro-5-iodo-pyridin-2-yl)-4,4-dimethyl-imidazolidin-2-one | HCID 57516753 | 49.3% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
2,3-Difluoro-5-iodopyridine (300 mg, 1.24 mmol) was dissolved in 2 ml toluene. (140 mg, 1.24 mmol, 1 equiv.) 4,4-Dimethylimidazolidin-2-one (CAS 24572-33-6) and cesium carbonate (650 mg, 1.99 mmol, 1.6 equiv.) were added and the mixture was heated to 100° C. for 4 hours. The reaction mixture was loaded directly onto a silica gel column and purified by flash chromatography eluting with an ethyl acetate:heptane gradient 0:100 to 100:0. The desired 1-(3-fluoro-5-iodo-pyridin-2-yl)-4,4-dimethyl-imidazolidin-2-one (205 mg, 49% yield) was obtained as a white solid, MS: m/e=336.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420661B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-e8bd1007a9af4018b9066532510e7337 |
| Source note | uspto-grants-2013_04 |