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2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde → HCID 17932557、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde | HCID 110702 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | Iron oxide, spent | HCID 5327711 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | HCID 17932557 | HCID 17932557 | 24% |
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 2,2-dimethyldioxolane-4-carboxaldehyde (0.38 mmol) (prepared as described in Kumont, von R., et al. Helv. Chim. Acta., 66, 814, (1983)) in dichloromethane (12 mL) was stirred at room temperature for 10 min., and then Na(OAc)3BH (120 mg, 0.57 mmol) was added. The reaction mixture was stirred overnight and then partition between EtOAc and H20. The organic layer was separated, washed with water and concentrated. The crude product was purified by preparatory TLC with 3/1 hexanes/EtOAc to give 3-(1-methylindol-3-yl)-4-[3-(2,2-dimethyldioxolan-4-ylmethylamino)phenyl]-1H-pyrrole-2,5-dione (32.6 mg, 24%).
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-bb4da6f1b1944bd3b2902e2850851aa2 |
| 出典メモ | uspto-grants-2002_11 |