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1,1'-Carbonyldiimidazole → 4-{[(Imidazole-1-carbonyl)-amino]-methyl}cyclohexanecarboxylic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 反応物 | (1R,4R)-Methyl 4-(aminomethyl)cyclohexanecarboxylate | HCID 12721444 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-{[(Imidazole-1-carbonyl)-amino]-methyl}cyclohexanecarboxylic acid methyl ester | HCID 67095584 | 93.7% |
反応手順
To a mixture of 4-aminomethyl-cyclohexanecarboxylic acid methyl ester (1.008 g, 4.758 mmol, Astatech,) in N,N-dimethyl formamide (20.0 mL) was added TEA (617 mg, 6.098 mmol) and 1,1′-carbonyldiimidazole (810.3 mg, 4.997 mmol, Aldrich,). After it was stirred at rt for 21 hrs under an argon atmosphere, the solvent was removed and the reaction mixture was extracted with EtOAc, and washed with water (2×), and saturated NaCl. The organic phase was separated, dried over Na2SO4, filtered and concentrated to give 4-{[(imidazole-1-carbonyl)-amino]-methyl}cyclohexanecarboxylic acid methyl ester (1.184 g, 4.46 mmol, 93%) which was used without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08017607B2 |
| 出典データセット | uspto-grants-2011_09 |
| ORD ID | ord-20ac29ce42c7452593dadafcd749e935 |
| 出典メモ | uspto-grants-2011_09 |