Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Fluoro-2-iodobenzene | HCID 67673 | — |
| Reactant | HCID 86591276 | HCID 86591276 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69469249 | HCID 69469249 | — |
Reaction Steps
To a stirred solution of (4S,2R,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-prop-2-ynyloxolane-3,4-diol (0.017 g, 0.05 mmol) and 1-fluoro-2-iodobenzene (0.02 mL, 0.13 mmol) in THF (3.50 mL) under an atmosphere of N2 was added catalytic amount of dichlorobis(triphenylphosphine) palladium (II) and copper (I) iodide. Et3N (0.20 mL) was then added. The resulting mixture was stirred under N2 at 75° C. for 2 days. The solvent was removed under reduced pressure, and the residue was purified by preparative thin layer chromatography to give (4S,2R,3R,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-[3-(2-fluorophenyl)prop-2-ynyl]oxolane-3,4-diol, a compound of Formula I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07022681B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-932b9dc854144230a5c6160a73ab9d8d |
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| Source note | uspto-grants-2006_04 |
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