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Cesium carbonate → 5-Chloro-2-methoxy-N-(2-(1-(3-cyclohexylthioureidosulfonyl)piperidin-4-yl)ethyl)benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Cyclohexyl isothiocyanate | HCID 14289 | — |
| 反応物 | 4-(2-(5-Chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide | HCID 12282030 | — |
| 溶媒 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 生成物 | 5-Chloro-2-methoxy-N-(2-(1-(3-cyclohexylthioureidosulfonyl)piperidin-4-yl)ethyl)benzamide | HCID 59660712 | 45% |
反応手順
376 mg (1 mmol) of 4-(2-(5-chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide and 652 mg (2.0 mmol) of cesium carbonate were heated in 5 ml of N-methyl-2-pyrrolidone with 0.3 ml (2 mmol) of cyclohexyl isothiocyanate at 80° C. for 10 minutes. The reaction mixture was poured onto ice/2 M hydrochloric acid, and the precipitated solid was filtered off with suction, washed with water until neutral, dissolved in methanol, filtered after addition of activated carbon and crystallized using diethyl ether. 230 mg (45%) of the title compound were obtained as a colorless solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08586612B2 |
| 出典データセット | uspto-grants-2013_11 |
| ORD ID | ord-f9818bdd00444776a8546114a0618c35 |
| 出典メモ | uspto-grants-2013_11 |