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Benzyl isocyanate → 1-Benzyl-3-{5-[4-(2-trifluoromethylbenzoyl)piperazin-1-YL]pyridin-2-YL}urea
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyl isocyanate | HCID 76639 | — |
| 反応物 | [4-(6-Aminopyridin-3-YL)piperazin-1-YL]-(2-trifluoromethylphenyl)methanone | HCID 67419145 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-Benzyl-3-{5-[4-(2-trifluoromethylbenzoyl)piperazin-1-YL]pyridin-2-YL}urea | HCID 11443080 | 30% |
反応手順
To a solution of [4-(6-aminopyridin-3-yl)piperazin-1-yl]-(2-trifluoromethylphenyl)-methanone (0.035 g, 0.12 mmol) in dichloromethane (3 mL) was added benzylisocyanate (0.4 mL, 0.3 mmol). After stirring for 66 h, dichloromethane was removed in vacuo and the residue was diluted with ethyl acetate (20 mL). The organic phase was washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo. Purification by preparative thin layer chromatography afforded the title compound as a pale white solid (14.6 mg, 30% yield). 1H NMR (300 MHz, CDCl3) δ 9.61, 8.78, 7.73, 7.58, 7.25, 6.78, 4.59, 3.95, 3.32, 3.13, 2.94. MS (ES+) m/z 484.0 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08383628B2 |
| 出典データセット | uspto-grants-2013_02 |
| ORD ID | ord-edbbd4dd5a484c41a7e61bcf140a532e |
| 出典メモ | uspto-grants-2013_02 |