HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 10115569, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 10274246 | HCID 10274246 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 10115569 | HCID 10115569 | — |
Reaction Steps
To a mixture of N-isopropyl-1-[3-(4-methylthiophenyl)phenyl]-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxamide from Example 22 in tetrahydrofuran (24 ml/mmol), methanol (12 ml/mmol), and water (12 ml/mmol), was added oxone (2.24 eq) and the resulting mixture was stirred at room temperature for 2 hours. The mixture was quenched with saturated aqueous sodium bicarbonate and partitioned between ethyl acetate and water. The crude product from the organic phase was chromatographed on silica gel eluting with 30% ether in methylene chloride to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312334B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-3720bb6b90fe4b709823147079666168 |
| Source note | uspto-grants-2007_12 |