HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethylamine → (5r)-n-Ethyl-3-[4-(4-oxo-3,4-dihydro-1(2h)-pyridinyl)-3-fluorophenyl]-2-oxo-5-oxazolidinecarboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethylamine | HCID 6341 | — |
| Edukt | 3-[3-fluoro-4-(4-oxo-3,4-dihydro-2H-pyridin-1-yl)phenyl]-2-oxo-5-oxazolidinecarboxylic acid ethyl ester | HCID 68489064 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | (5r)-n-Ethyl-3-[4-(4-oxo-3,4-dihydro-1(2h)-pyridinyl)-3-fluorophenyl]-2-oxo-5-oxazolidinecarboxamide | HCID 60018006 | 93% |
Reaktionsschritte
To a stirred solution of 3-[4-(4-oxo-3,4-dihydro-2H-pyridin-1-yl)-3-fluorophenyl]-2-oxo-5-oxazolidinecarboxylic acid ethyl ester (EXAMPLE 69, within Step 6, 108 mg, 0.31 mmol) in MeOH (1 mL) is added EtNH2 (2 mL, 4.0 mmol, 2.0 M solution in THF). The reaction mixture is stirred for 1 h at room temperature. Solvent is removed and the residue purified by column chromatography (10% MeOH/CH2Cl2) to give the title compound as a pale yellow solid (100 mg, 93%), 1H NMR (300 MHz, DMSO) δ 8.46 (t, 1H), 7.65-7.38 (m, 4H), 5.05 (dd, 1H), 4.99 (d, 1H), 4.27 (t, 1H), 4.01 (dd, 1H), 3.87 (t, 2H), 3.20-3.10 (m, 2H), 1.04 (t, 3H); MS for C17H18FN3O4 m/z 348.5 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06919329B2 |
| Quelldatensatz | uspto-grants-2005_07 |
| ORD ID | ord-d20be7761b184f88bae9d918bf7a326d |
| Quellennotiz | uspto-grants-2005_07 |