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2-chloro-N-(2-methoxyethyl)acetamide → [N-(2-Methoxyethyl)carbamoyl]methyl methyl(2E)but-2-ene-1,4-dioate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-chloro-N-(2-methoxyethyl)acetamide | HCID 2386048 | — |
| 反応物 | Cesium bicarbonate | HCID 2734983 | — |
| 反応物 | Monomethyl Fumarate | HCID 5369209 | — |
| 溶媒 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 生成物 | [N-(2-Methoxyethyl)carbamoyl]methyl methyl(2E)but-2-ene-1,4-dioate | HCID 59202059 | 8% |
反応手順
Following general procedure A, methyl hydrogen fumarate (MHF) (0.50 g, 3.84 mmol) dissolved in NMP was reacted at ca. 55° C. with N-(2-methoxyethyl)chloroacetamide (0.69 g, 4.60 mmol) in the presence of CsHCO3 (0.89 g, 4.61 mmol) to afford 0.07 g (8% yield) of the title compound (5) as a white solid after purification by mass-guided preparative HPLC and lyophilization. 1H NMR (CDCl3, 400 MHz): δ 6.94-6.92 (m, 2H), 6.46 (br s, 1H), 4.68 (s, 2H), 3.83 (s, 3H), 3.52-3.46 (m, 4H), 3.36 (s, 3H). MS (ESI): m/z 245.98 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08778991B2 |
| 出典データセット | uspto-grants-2014_07 |
| ORD ID | ord-d4588c35cbf040e2866468196b85e4fd |
| 出典メモ | uspto-grants-2014_07 |