参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | 醋酸 | HCID 176 | — |
| 反应物 | 1,1-二氯乙烷 | HCID 6365 | — |
| 反应物 | 原甲酸三乙酯 | HCID 31214 | — |
| 反应物 | 4-苯基环己酮 | HCID 78605 | — |
| 反应物 | 碳酸氢钠 | HCID 516892 | — |
| 反应物 | 三乙酰氧基硼氢化钠 | HCID 5049666 | — |
| 反应物 | 3-Bromo-2-ethylpyridin-4-amine | HCID 54573798 | — |
| 催化剂 | Boron trifluoride etherate | HCID 8000 | — |
| 溶剂 | 乙醇 | HCID 702 | — |
| 产物 | HCID 178418358 | HCID 178418358 | — |
反应步骤
3.48 g (20 mmol) of 4-phenylcyclohexanone in 3.3 ml of ethanol are treated with 3.3 ml of triethyl orthoformate and 2 drops of boron trifluoride etherate and warmed at 50° C. for 30 min. After addition of 2.01 g (10mmol) of 2-ethyl-3-bromo-4-aminopyridine the reaction mixture is heated at 135°-140° C. for 3.5-4 hours with simultaneous removal of the low-boiling components by distillation. It is then cooled, 40 ml of dichloroethane, 3.18 g (15 mmol) of sodium triacetoxyborohydride and 0.57 ml (10 mmol) of glacial acetic acid are added, and it is heated at 50°-60° C. for 3 hours; the reaction mixture is then cooled, saturated aqueous sodium hydrogen carbonate solution is added, the 1,2-dichloroethane is evaporated and the reaction product is extracted from the aqueous phase using ethyl acetate. Purification is carried out by column chromatography. Yield: 1.46 g (41%); RF =0.59 (ethyl acetate)
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 专利号 | US05723450 |
|---|
| 来源数据集 | uspto-grants-1998_03 |
|---|
| ORD ID | ord-5d3b4c5598fc43c8868c332153f62858 |
|---|
| 来源说明 | uspto-grants-1998_03 |
|---|
