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4-Hydroxymethylpyridine → Ethyl 5-trifluoromethyl-1-[(pyrid-4-yl)methyl]-1H-indole-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Hydroxymethylpyridine | HCID 11472 | — |
| 反応物 | Tributylphosphine | HCID 13831 | — |
| 反応物 | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| 反応物 | Ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate | HCID 17389890 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Ethyl 5-trifluoromethyl-1-[(pyrid-4-yl)methyl]-1H-indole-2-carboxylate | HCID 68431838 | 77.5% |
反応手順
A solution of 1.47 g (5.83 mmol) of 1,1′-(azodicarbonyl)dipiperidine in 50 ml of toluene is added dropwise to a solution of 1 g (3.89 mmol) of ethyl 5-trifluoromethyl-1H-indole-2-carboxylate, 0.63 g (5.83 mmol) of 4-pyridylcarbinol and 1.46 ml (5.83 mmol) of tributylphosphine in 50 ml of toluene. The reaction mixture is stirred overnight at room temperature and then concentrated under reduced pressure and chromatographed on a column of silica (eluent: dichloromethane/methanol). 1.05 g of expected product are obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745467B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-e1512384160041ed81db09ff569b2607 |
| 出典メモ | uspto-grants-2010_06 |