HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(3-{[tert-Butyl(diphenyl)silyl]oxy}-2-fluoropropyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 6-Methoxypyrido[2,3-B]pyrazin-3(4H)-one | HCID 66739803 | — |
| Reactant | Tert-butyl(2-fluoro-3-iodopropoxy)diphenylsilane | HCID 86724949 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-{[tert-Butyl(diphenyl)silyl]oxy}-2-fluoropropyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one | HCID 86724948 | 67% |
Reaction Steps
6-Methoxypyrido[2,3-b]pyrazin-3(4H)-one (215 mg, 1.213 mmol) and tert-butyl(2-fluoro-3-iodopropoxy)diphenylsilane (805 mg, 1.820 mmol) were dissolved in N,N-dimethylformamide (6 ml). Cesium carbonate (553 mg, 1.698 mmol) was added to the solution and the mixture was stirred at room temperature for 7 hours. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The extract was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to yield 399 mg (67%) of the title compound in the form of a light orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952010B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-87ffbf989c784f95b0484ab2232b1939 |
| Source note | uspto-grants-2015_02 |