HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Oxo-N-phenyl-1,2-dihydropyridine-3-carboxamide → N-Benzyl-4-methyl-2-(2-oxo-3-(phenylcarbamoyl)pyridin-1(2H)-yl)thiazole-5-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Oxo-N-phenyl-1,2-dihydropyridine-3-carboxamide | HCID 12825995 | — |
| Edukt | 2-Bromo-4-methyl-thiazole-5-carboxylic acid benzylamide | HCID 57959396 | — |
| Produkt | N-Benzyl-4-methyl-2-(2-oxo-3-(phenylcarbamoyl)pyridin-1(2H)-yl)thiazole-5-carboxamide | HCID 24985275 | 15% |
Reaktionsschritte
Following the procedure as described in Example 3, making variations only as required to use 2-oxo-N-phenyl-1,2-dihydropyridine-3-carboxamide in place of 4-aminopyridin-2(1H)-one to react with N-benzyl-2-bromo-4-methylthiazole-5-carboxamide, the title compound was obtained as a colorless solid in 15% yield: mp 225-227° C. (hexane/ethyl acetate); 1H NMR (300 MHz, DMSO-d6) δ 13.14 (s, 1H), 8.64-8.55 (m, 2H), 8.18 (dd, J=6.6, 2.1 Hz, 1H), 7.58-7.47 (m, 5H), 7.32-7.26 (m, 4H), 7.24-7.17 (m, 1H), 6.75-6.70 (m, 1H), 4.37 (d, J=5.9 Hz, 2H), 2.44 (s, 3H); 13C NMR (75 MHz, DMSO-d6) δ 162.0, 161.8, 156.0, 151.4, 146.0, 145.7, 140.2, 140.0, 129.7, 129.5, 128.7, 127.6, 127.2, 127.2, 120.1, 118.4, 107.8, 43.1, 17.4; (ES+) m/z 445.1 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08501746B2 |
| Quelldatensatz | uspto-grants-2013_08 |
| ORD ID | ord-a5ed14510b4743709b5238b75fea4c84 |
| Quellennotiz | uspto-grants-2013_08 |