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tert-butyl N-(pent-4-yn-1-yl)carbamate → {5-[2-Amino-5-(3,4-dimethoxy-phenylcarbamoyl)-phenyl]-pent-4-ynyl}-carbamic acid tert-butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-butyl N-(pent-4-yn-1-yl)carbamate | HCID 22904935 | — |
| 反応物 | 4-amino-N-(3,4-dimethoxyphenyl)-3-iodobenzamide | HCID 67235651 | — |
| 触媒 | Copper iodide | HCID 83717 | — |
| 溶媒 | Diethylamine | HCID 8021 | — |
| 生成物 | {5-[2-Amino-5-(3,4-dimethoxy-phenylcarbamoyl)-phenyl]-pent-4-ynyl}-carbamic acid tert-butyl ester | HCID 67235527 | — |
反応手順
A 500 mL round bottom flask was charged with pent-4-ynyl-carbamic acid tert-butyl ester (1.35 g, 7.37 mmol), 4-amino-N-(3,4-dimethoxyphenyl)-3-iodobenzamide (1.35 g, 6.98 mmol), copper iodide (0.16 g, 0.814 mmol), palladium tetrakistriphenylphosphine (0.81 g, 0.701 mmol), and diethylamine (230 mL) and the resulting mixture stirred at room temperature for 24 h. The resulting mixture was then concentrated in vacuo and the residue purified via flash silica gel chromatography (Analogix IF-280, SF40-400 g column, gradient 90:10-10:90 Heptane:EtOAc) to yield {5-[2-amino-5-(3,4-dimethoxy-phenylcarbamoyl)-phenyl]-pent-4-ynyl}-carbamic acid tert-butyl ester. MS (ES+) 454 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08552032B2 |
| 出典データセット | uspto-grants-2013_10 |
| ORD ID | ord-574853d3b9584b8d9538f443a42cb777 |
| 出典メモ | uspto-grants-2013_10 |