Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 11831148 | HCID 11831148 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67241648 | HCID 67241648 | 29.3% |
Reaction Steps
3-(β-D-Ribofuranosyl)-pyridin-2(1H)-one (342 mg, 1.5 mmol) (Matulic-Adamic, J., Beigelman, L., Tetrahedron Lett., 1997, 38, p. 203-206; Ishikawa, M., Hirao, I., Yokoyama, S., Tetrahedron Lett., 2000, 41, p. 3931-3934), iodine (573 mg, 2.3 mmol) and potassium iodide (KI) (657 mg, 7.9 mmol) were added to 50 mM sodium carbonate (36 ml) and heated at 110° C. for 12 hours. After the reaction, dichloromethane was added to separate the aqueous layer, followed by washing with dichloromethane. The aqueous layer was concentrated under reduced pressure and then purified by C18 reversed-phase HPLC to give 3-(β-D-ribofuranosyl)-5-iodopyridin-2(1H)-one (155 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07745417B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-7a3a135867b044a9ba36c50390620440 |
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| Source note | uspto-grants-2010_06 |
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