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1,1'-Carbonyldiimidazole → Tert-butyl 4-(2-(1-(3,3-diphenylpropyl)-3-(4-(4-(methylsulfonamido)phenyl)thiazol-2-yl)ureido)ethyl)piperidine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 反応物 | N-[4-(2-amino-4-thiazolyl)phenyl]Methanesulfonamide | HCID 7063853 | — |
| 反応物 | Tert-butyl 4-(2-(3,3-diphenylpropylamino)ethyl)piperidine-1-carboxylate | HCID 57586396 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| 生成物 | Tert-butyl 4-(2-(1-(3,3-diphenylpropyl)-3-(4-(4-(methylsulfonamido)phenyl)thiazol-2-yl)ureido)ethyl)piperidine-1-carboxylate | HCID 57586428 | — |
反応手順
DMAP (0.17 g, 1 0.4 mmol), CDI (0.23 g, 1.4 mmol) and N-(4-(2-aminothiazol-4-yl)phenyl)-methanesulfonamide (0.25 g, 0.93 mmol) were mixed together in DCM/DMF and then stirred overnight at room temperature. After 24 hrs a precipitate had formed. tert-butyl 4-(2-(3,3-diphenylpropylamino)ethyl)piperidine-1-carboxylate (0.39 g, 0.93 mmol) was then added and the resulting mixture stirred for a further 15 hrs. The crude mixture was concentrated under reduced pressure and the residue purified by combi-flash to give tert-butyl 4-(2-(1-(3,3-diphenylpropyl)-3-(4-(4-(methylsulfonamido)phenyl)thiazol-2-yl)ureido)ethyl)piperidine-1-carboxylate 49 as an oily solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08324396B2 |
| 出典データセット | uspto-grants-2012_12 |
| ORD ID | ord-af96ee9b87874216bf58ce5f0851774e |
| 出典メモ | uspto-grants-2012_12 |