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2-(Dimethylamino)ethanol → (6-Chloropyridin-2-yl)(1-methylpiperidin-4-yl)methanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-(Dimethylamino)ethanol | HCID 7902 | — |
| 反応物 | 2-Chloropyridine | HCID 7977 | — |
| 反応物 | N-Methoxy-N,1-dimethylpiperidine-4-carboxamide | HCID 23499459 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Hexane | HCID 8058 | — |
| 生成物 | (6-Chloropyridin-2-yl)(1-methylpiperidin-4-yl)methanone | HCID 10705139 | 47.6% |
反応手順
Add 2-chloropyridine (1 g, 8.8 mmole) to a mixture of n-butyl lithium (1.6 M in hexane) (22 mL, 35.2 mmole) and 2-dimethylamino-ethanol (1.56 g, 17.6 mmole) in hexane (20 mL at −78° C.) and stirred for 1 hour. Then add 1-methyl-piperidine-4-carboxylic acid methoxy-methyl-amide (3.2 g, 17.6 mmole) in hexane (5 mL) and stir the mixture for 1 hour. Quench the reaction mixture with water and extract twice with ethyl acetate, dry the organic layer with anhydrous sodium sulfate, evaporate the solvent and purify the residual product by chromatography on a silica gel column to give about 1 g of the title product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08044207B2 |
| 出典データセット | uspto-grants-2011_10 |
| ORD ID | ord-ebf4b78743b7428dbdd81a8422e679a6 |
| 出典メモ | uspto-grants-2011_10 |