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Pyridine-2-sulfonyl chloride hydrochloride → ethyl 5-(2-methoxyethoxy)-7-[(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine-2-sulfonyl chloride hydrochloride | HCID 13791306 | — |
| 反応物 | ethyl 7-amino-5-(2-methoxyethoxy)-1H-indole-2-carboxylate | HCID 57476192 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | ethyl 5-(2-methoxyethoxy)-7-[(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylate | HCID 57476206 | 65.2% |
反応手順
To a solution of ethyl 7-amino-5-(2-methoxyethoxy)-1H-indole-2-carboxylate (5.80 g) in pyridine (100 mL) was added pyridine-2-sulfonyl chloride monohydrochloride (14.0 g), and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and the residue was dissolved in ethyl acetate. The ethyl acetate layer was washed with 1M hydrochloric acid, saturated aqueous sodium hydrogencarbonate and saturated brine, dried (MgSO4), and concentrated. The residue was subjected to silica gel column chromatography to give the title compound (5.70 g, yield 65%) as a colorless amorphous solid from a fraction eluted with ethyl acetate-hexane (1:1, volume ratio). MS: 420 (MH+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07777047B2 |
| 出典データセット | uspto-grants-2010_08 |
| ORD ID | ord-3179ccb0970c460586aedc9848e975e4 |
| 出典メモ | uspto-grants-2010_08 |