HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl iodide → N-(3,4-Difluorobenzyl)-2-(4-methoxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | N-(3,4-Difluorobenzyl)-2-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide | HCID 57744453 | — |
| Produkt | N-(3,4-Difluorobenzyl)-2-(4-methoxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide | HCID 57744506 | 66% |
Reaktionsschritte
Following the procedure as described in Example 9, making variation only as required to use iodomethane in place of 2-cyclopropylethyl 4-methylbenzenesulfonate to react with N-(3,4-difluorobenzyl)-2-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide, the title compound was obtained as a colorless solid in 66% yield: mp 183-185° C. (ethyl acetate/hexanes); 1H NMR (300 MHz, CDCl3) δ 8.65 (d, J=8.1 Hz, 1H), 7.18-7.05 (m, 3H), 6.20-6.15 (m, 2H), 5.97 (d, J=2.5 Hz, 1H), 4.53 (d, J=5.8 Hz, 2H), 3.82 (m, 3H), 2.68 (m, 3H); 13C NMR (75 MHz, CDCl3) δ 168.4, 162.3, 162.1, 153.6, 152.7, 135.0, 131.4, 123.7, 121.8, 117.6, 117.4, 116.9, 116.7, 104.0, 96.2, 56.0, 43.0, 17.3; MS (ES+) m/z 392.2 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08501746B2 |
| Quelldatensatz | uspto-grants-2013_08 |
| ORD ID | ord-22a3f3e2d4494962ad90791b70a0b147 |
| Quellennotiz | uspto-grants-2013_08 |