化工社化工社 化学情報印刷レポート · 研究参考用
Acetic Acid → Ethyl 4-(2-fluoro-4-methylanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | Dimethyl Sulfate | HCID 6497 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Ethyl 6-chloro-4-(2-fluoro-4-methylanilino)nicotinate | HCID 23630706 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | Ethyl 4-(2-fluoro-4-methylanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate | HCID 11738242 | 84% |
反応手順
Ethyl 6-chloro-4-(2-fluoro-4-methylanilino)nicotinate) was dissolved in CHCl3 and reacted with Me2SO4, followed by triethylamine, AcOH and EtOH as described for example 33, step B. Purification by recrystallisation (EtOAc/Hexane) afforded ethyl 4-(2-fluoro-4-methylanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate (84%); m.p. (EtOAc/Hexane) 148-150° C. 1H NMR [400 MHz, CDCl3] δ 9.17 (br s, 1H), 8.20 (s, 1H), 7.27-7.21 (m, 1H), 6.99-6.92 (m, 2H), 5.76 (s, 1H), 4.35 (q, J=7.1 Hz, 2H), 3.53 (s, 3H), 2.35 (s, 3H), 1.39 (t, J=7.1 Hz, 3H). LCMS (ACPI−) 303 (100%). Anal. Calcd for C16H17FN2O3: C, 63.2; H, 5.6; N, 9.2. Found C, 63.1; H, 5.7; N, 9.2.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07273877B2 |
| 出典データセット | uspto-grants-2007_09 |
| ORD ID | ord-3a497ae313104678980dca189f23acef |
| 出典メモ | uspto-grants-2007_09 |