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Acetic Acid → 3-(Diethylamino)-5-methoxy-1H-indole-2-carboxamide, monohydrochloride
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Lithium amide | HCID 24532 | — |
| 反応物 | ethyl 3-(diethylamino)-5-methoxy-1H-indole-2-carboxylate | HCID 13837937 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 3-(Diethylamino)-5-methoxy-1H-indole-2-carboxamide, monohydrochloride | HCID 131719022 | 36% |
反応手順
Prepared from ethyl 3-(diethylamino)-5-methoxy-1H-indole-2-carboxylate (Unangst PC, et al., J. Heterocyclic Chem. 1987;24:817) and lithium amide by the procedure described in Example 18, with the exception that dilute acetic acid is substituted for 1.0N HCl during the wash of the ethyl acetate extracts. The crude product is purified by flash chromatography (silica gel, 30% ethyl acetate in dichloromethane elution) to give a foam. The foam is dissolved in ether and treated with gaseous HCl to provide the product salt in 36% yield after recrystallization from acetonitrile; mp 244° C.-dec.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05424329 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-37fa8988fca1478b905c4ec599fe19b5 |
| 出典メモ | uspto-grants-1995_06 |