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Triethylamine → (S)-6-{3-(tert-butoxycarbonylamino)pyrrolidin-1-ylsulfonyl}isoquinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514396 | — |
| 反応物 | Isoquinoline-6-sulfonyl chloride | HCID 55280287 | — |
| 反応物 | (R)-6-(3-aminopyrrolidin-1-ylsulfonyl)isoquinoline dihydrochloride | HCID 66727170 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (S)-6-{3-(tert-butoxycarbonylamino)pyrrolidin-1-ylsulfonyl}isoquinoline | HCID 66727094 | — |
反応手順
A dichloromethane solution (100 mL) of 6-chlorosulfonylisoquinoline (Reference Compound 2) was added with stirring at room temperature to a solution containing 423 mg of (S)-(−)-3-(tert-butoxycarbonylamino)pyrrolidine dissolved in 20 mL of dichloromethane further supplemented with 0.5 mL of triethylamine, and reacted for 6 hour. The reaction solution was washed with saturated saline and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated, and the obtained crude product was purified by silica gel column chromatography (acetone:hexane=1:2) to obtain 560 mg of the compound of interest as a colorless oil (65%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08951997B2 |
| 出典データセット | uspto-grants-2015_02 |
| ORD ID | ord-de958c0ddf41474598828c5ca6db4c47 |
| 出典メモ | uspto-grants-2015_02 |