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Triethylamine → Pyridine-2-carboxylic acid 4-(pyrrolidine-1-carbonyloxymethyl)-cyclohexyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Pyridine-2-carbonyl chloride | HCID 135034 | — |
| 反応物 | Pyrrolidine-1-carboxylic acid 4-hydroxycyclohexylmethyl ester | HCID 66837799 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Pyridine-2-carboxylic acid 4-(pyrrolidine-1-carbonyloxymethyl)-cyclohexyl ester | HCID 56952073 | 70.1% |
反応手順
To a solution of pyrrolidine-1-carboxylic acid 4-hydroxy-cyclohexylmethyl ester (1 mmol) in methylene chloride (5 mL) were added picolinoyl chloride (1.1 mmol) and triethylamine (1.5 mmol) and the resulting mixture was stirred for 16 hours at room temperature. The reaction mixture was diluted with water, followed by few times of extraction with methylene chloride. The combined organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, ethyl acetate), thereby completing the preparation of a target compound (233 mg, 70% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08822463B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-cbcbb27e30584e42ab30cd8da7dcaf04 |
| 出典メモ | uspto-grants-2014_09 |