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1H-imidazole-2-carbaldehyde → 3-(1-methylindol-3-yl)-4-[3-(imidazol-2-ylmethylamino) phenyl]-1H-pyrrole-2,5-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 反応物 | Iron oxide, spent | HCID 5327711 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 3-(1-methylindol-3-yl)-4-[3-(imidazol-2-ylmethylamino) phenyl]-1H-pyrrole-2,5-dione | HCID 12018140 | 20% |
反応手順
A mixture of 3-(1-methylindol-3-yl)-4-(3-aminophenyl)-1H-pyrrole-2,5-dione (100 mg, 0.32 mmol) and imidazole-2-carboxaldehyde (40 mg, 0.42 mmol) in MeOH (8 mL) was stirred for 15 min., and then NaCNBH3 (40.2 mg, 0.64 mmol) was added. After stirring the reaction mixture overnight the volatiles were removed under vacuo and the residue was purified by preparatory TLC (3% MeOH/CH2Cl2) to afford 3-(1-methylindol-3-yl)-4-[3-(imidazol-2-ylmethylamino)phenyl]-1H-pyrrole-2,5-dione (24.8 mg, 20 %). LC/MS: M+ 397(94.2%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06479490B2 |
| 出典データセット | uspto-grants-2002_11 |
| ORD ID | ord-ed999bf1bf4f414aad2ebc259f7562a5 |
| 出典メモ | uspto-grants-2002_11 |