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Dichloromethane → N-[1-(2',5'-Difluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | 4-Methoxybenzenesulfonyl chloride | HCID 7401 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 1-(2',5'-Difluoro-1,1'-biphenyl-2-yl)ethylamine | HCID 22482283 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | N-[1-(2',5'-Difluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzenesulfonamide | HCID 22482355 | 89.2% |
反応手順
4-Methoxybenzenesulfonyl chloride (326 mg, 1.6 mmol) was added to a solution of 1-(2′,5′-difluoro-1,1′-biphenyl-2-yl)ethylamine (350 mg, 1.5 mmol) and triethylamine (418 uL, 3 mmol) in acetonitrile. The reaction was stirred at ambient temperature for 16 hours, whereupon dichloromethane was added and the reaction washed with water. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, and purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g), eluting with a gradient of 30%-50% methyl tert-butyl ether in hexane (35 min), to afford the product (540 mg, 89%) as a white solid, m.p. 143-144° C.;
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06894061B2 |
| 出典データセット | uspto-grants-2005_05 |
| ORD ID | ord-23fe10fb33824342a3a5d79a7c3e8838 |
| 出典メモ | uspto-grants-2005_05 |