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Phenethyl bromide → 8-chloro-2,3,4,5-tetrahydro-2-methyl-5-phenethyl-1H-pyrido[4,3-b]indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phenethyl bromide | HCID 7666 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1) | HCID 71600 | — |
| 反応物 | Trifluoroacetate | HCID 84468 | — |
| 反応物 | 1-Methylpiperidin-4-one hydrochloride | HCID 12210057 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 8-chloro-2,3,4,5-tetrahydro-2-methyl-5-phenethyl-1H-pyrido[4,3-b]indole | HCID 57875936 | 1.7% |
反応手順
Preparation of the title compound was carried out according to General Method 8. 4-Chlorophenylhydrazine hydrochloride (500 mg, 2.79 mmol), 2-phenyl ethyl bromide (0.38 ml, 2.79 mmol), triethyl amine (0.39 ml, 2.79 mmol) and N-methyl-4-piperidone hydrochloride (623 mg, 4.18 mmol) were combined in ethanol (2 ml) to obtain 15 mg of 8-chloro-2,3,4,5-tetrahydro-2-methyl-5-phenethyl-1H-pyrido[4,3-b]indole as a trifluoroacetate salt after purification on neutral alumina using ethyl acetate-hexane gradient followed by reverse-phase chromatography (C-18, 500 mm×50 mm, Mobile Phase A=0.05% TFA in water, B=0.05% TFA in acetonitrile, Gradient: 10% B to 80% B in 30 min, injection vol. 5 mL).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09096591B2 |
| 出典データセット | uspto-grants-2015_08 |
| ORD ID | ord-5eee7a1f408b4bffaa50173b7dc3b272 |
| 出典メモ | uspto-grants-2015_08 |