Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 67202884 | HCID 67202884 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59856773 | HCID 59856773 | 12% |
Reaction Steps
A mixture of 4-[5-cyano-6-(2-fluoro-4-iodo-phenylamino)-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid isopropyl ester (250 mg, 0.48 mmol), propan-1-ol (2 mL, excess), copper iodide (9.1 mg, 0.048 mmol), 1,10-phenanthroline (18.1 mg, 0.096 mmol) and cesium carbonate (313 mg, 0.96 mmol) in dioxane (3.5 mL) was heated under microwave irradiation for 30 min at 90° C. The crude mixture was concentrated in vacuo and purified by HPLC to provide compound A65 as a white solid (10 mg, 12%). Exact mass calculated for C23H28FN5O4 457.50, found 458.8 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546429B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-22c294df7707459684de144b845d6a73 |
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| Source note | uspto-grants-2013_10 |
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