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4-Chloroaniline → tert-Butyl 4-{[(4-chlorophenyl)amino]carbonyl}piperidine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Chloroaniline | HCID 7812 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid | HCID 392871 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | tert-Butyl 4-{[(4-chlorophenyl)amino]carbonyl}piperidine-1-carboxylate | HCID 29201912 | — |
反応手順
1-BOC-piperidine-4-carboxylic acid (100 g, 437 mmol), 4-chloroaniline (61.2 g, 480 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (100 g, 524 mmol) and triethylamine (182.6 mL, 1.31 mol) were dissolved in cold (10° C.) acetonitrile (1.75 L). The reaction mixture was stirred for 54 hours at room temperature and then concentrated under reduced pressure. The residue was dissolved in ethyl acetate and then partitioned with 2N hydrochloric acid. The resulting precipitate was filtered off, re-dissolved in dichloromethane, the solution was dried over MgSO4 and evaporated under reduced pressure. The residue was triturated with ether to afford the desired compound as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745630B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-41a1e14ffd1d4ff2a1dd973b7f136e76 |
| 出典メモ | uspto-grants-2010_06 |