Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-dichloro-5H,6H,7H-cyclopenta(d)pyrimidine | HCID 231331 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12933872 | HCID 12933872 | 54% |
Reaction Steps
A mixture of 2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine (0.45 g, 2.4 mmol), phenol (0.28 g, 3 mmol), cesium carbonate (0.97 g, 3 mmol) and copper powder (0.01 g) in anhydrous dimethylformamide (5 mL) was stirred at about 20 to 35° C. for 6 to 20 hours. The reaction was quenched by addition of water. The organics were extracted with EtOAc and the combined organic extracts were washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude was purified by column chromatography (silica gel) to afford the title compound as a white solid (0.31 g, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989463B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-32ce6f3a6b4745e3a8830a08adbc265e |
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| Source note | uspto-grants-2011_08 |
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