HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-Ethoxy-9-fluorobenzo[c]-2,6-naphthyridin-5(6H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hexamethyidisilazane | HCID 45051731 | — |
| Reactant | 3-(2-Amino-5-fluorophenyl)-2-ethoxy-N,N-diisopropylisonicotinamide | HCID 59436076 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Ethoxy-9-fluorobenzo[c]-2,6-naphthyridin-5(6H)-one | HCID 59436107 | — |
Reaction Steps
To a solution of 3-(2-amino-5-fluorophenyl)-2-ethoxy-N,N-diisopropylisonicotinamide (170 mg, 0.473 mmol) in THF (3153 μl), was added sodium hexamethyldisilazane (946 μl, 0.946 mmol, 1.0 M in THF). The reaction mixture was stirred at room temperature for 30 min. Methanol was added and the mixture was concentrated under reduced pressure. The residue was then triturated with diethyl ether (25 mL) and stirred for 1 h. The mixture was filtered through a frit, and the filter cake was collected and dried to afford the title compound as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349865B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-bb7d883b9aa945e89e349759696498b4 |
| Source note | uspto-grants-2013_01 |