関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 3-Ethoxy-4-hydroxy-5-nitrobenzaldehyde | HCID 584878 | — |
| 反応物 | 2-cyano-N,N-bis(ethylamino)acetamide | HCID 86611404 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Entacapone Impurity 9 | HCID 67020297 | 162% |
反応手順
A flask was charged with 3-methoxy-4-hydroxy-5-nitrobenzaldehyde (25 g, 0.126 mole) (formula 2 where R is methyl) and N,N-diethylaminocyanoacetamide (formula (3)) (22.2 g, 0.158 mole), acetic acid (4.18 g) and piperidine (5.94 g), along with toluene (250 mL) and was heated to a reflux temperature of about 105-110° C. Water was removed azeotrophically for 15 hours. The reaction mixture was concentrated and quenched into dilute hydrochloric acid and chilled water (375 mL), and stirred for 3 hours. The precipitated solid was filtered and dried to provide 36 g (88.95% yield, HPLC purity of 94.2% (including isomer)) of the N,N-diethyl-2-cyano-3-(3-methoxy-4-hydroxy-5-nitrophenyl)acrylamide, which was used as such for the next stage.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07385072B2 |
|---|
| 出典データセット | uspto-grants-2008_06 |
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| ORD ID | ord-c0c4ef51be6f4c81bd6f0dd9cfc72a5f |
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| 出典メモ | uspto-grants-2008_06 |
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