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Malononitrile → 2-Amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Malononitrile | HCID 8010 | — |
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 3-Bromo-4,5-dimethoxybenzaldehyde | HCID 81379 | — |
| 反応物 | 4-Hydroxy-1-methylindole | HCID 15825739 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 2-Amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene | HCID 9932915 | 66% |
反応手順
To a solution of 4-hydroxy-1-methyl-indole (132 mg, 0.90 mmol), 5-bromoveratraldehyde (220 mg, 0.90 mmol) and malononitrile (59.3 mg, 0.90 mmol) in ethanol (3 mL) was added piperidine (0.05 mL, 0.45 mmol). The solution was stirred at room temperature for 2 h and precipitates were observed. The precipitates were collected by filtration and dried to yield 260 mg (66%) of title compound as a white solid. 1H NMR (CDCl3): 7.07-7.02 (m, 2H), 6.91(d, J=2.1 Hz, 1H), 6.77-6.75 (m, 2H), 6.57 (dd, J=0.9 Hz, 1H), 4.78 (s, 1H), 4.70 (brs, 2H), 3.82 (s, 6H), 3.78 (s, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07528164B2 |
| 出典データセット | uspto-grants-2009_05 |
| ORD ID | ord-6ee4917e5e4b46ee82f9243d2f45cbc2 |
| 出典メモ | uspto-grants-2009_05 |