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2-Anisidine hydrochloride → 2-(6-methoxy-4-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl)phenyl methyl ether
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Anisidine hydrochloride | HCID 8638 | — |
| 反応物 | 4-Chloro-3-(2-chloroethyl)-8-methoxy-2-methylquinoline | HCID 3332664 | — |
| 溶媒 | 1-Butanol | HCID 263 | — |
| 生成物 | 2-(6-methoxy-4-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-1-yl)phenyl methyl ether | HCID 3758900 | 19.4% |
反応手順
2-Methyl-3-(2-chloroethyl)-4-chloro-8-methoxyquinoline (2.70 g, 10 mmol) and 2-methoxyaniline hydrochloride (1.60 g, 10 mmol) in 1-butanol (40 ml) were heated at reflux for 6 hours then the solvent evaporated, the crude product taken up in dichloromethane, washed with aqueous sodium bicarbonate, dried and evaporated. Trituration with ether and recrystallisation from aqueous methanol gave 1-(2-methoxyphenyl)-4-methyl-6-methoxy-2,3-dihydropyrrolo[3,2-c]quinoline (0.62 g, 19%), m.p. 168°-169°.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05051508 |
| 出典データセット | uspto-grants-1991_09 |
| ORD ID | ord-a957209e9da74695bc9a53e22aa0a37d |
| 出典メモ | uspto-grants-1991_09 |