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Dimethylformamide → 1-(2-Trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylic acid (2-piperidin-1-yl-phenyl)-amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| 反応物 | 2-(Piperidin-1-yl)aniline | HCID 458795 | — |
| 反応物 | 1-(2-Trimethylsilanyl-ethoxymethyl)-1h-imidazole-4-carboxylate sodium salt | HCID 68682339 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 1-(2-Trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylic acid (2-piperidin-1-yl-phenyl)-amide | HCID 59794651 | 99.9% |
反応手順
A flask was charged with 1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carboxylate sodium salt (70 mg, 0.26 mmol) (as prepared in the previous step), 2-piperidin-1-yl-phenylamine (36 mg, 0.20 mmol), EDCI (60 g, 0.31 mmol), DMAP (25 mg, 0.20 mmol), and DMF (1 mL) and stirred for 3 h at RT. The reaction was diluted with EtOAc (10 mL) and washed with brine (2×10 mL), and the organic layer was dried over Na2SO4 and then concentrated. The title compound was eluted from a 5-g SPE cartridge (silica) with 30% EtOAc/hexane to give 80 mg (97%) of a white solid. Mass spectrum (ESI, m/z): Calcd. for C21H32N4O2Si, 401.2 (M+H), found 401.1.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07427683B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-ff6beeb2e0844a1bb1d7837d454fcc2e |
| 出典メモ | uspto-grants-2008_09 |