HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 117599491, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 54260440 | HCID 54260440 | — |
| Product | HCID 117599491 | HCID 117599491 | 83% |
Reaction Steps
The protected 4′-fluorouridine (A1, 3.0 g, 9.93 mmol, 1 eq.) was dissolved in anhydrous pyridine (15 mL). The mixture was stirred under an argon atmosphere while benzoyl chloride (1.73 mL, 2.05 g, 14.3 mmol, 1.5 eq) was added drop-wise at room temperature. The mixture was stirred at room temperature and was followed by tlc (silica gel, 100% EtOAc). The reaction was complete within 30 minutes. The reaction mixture was concentrated under reduced pressure and purified by CombiFlash® column chromatography (Silica gel; 0 to 100% EtOAc:Heptane). The benzyloxy protected product (A2, 3.35 g, 83%) was obtained as a white-colored solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187515B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-2d5d5fa09e654d3ca4584121b2bf4d84 |
| Source note | uspto-grants-2015_11 |