反应 #1914873

反应方程式

5-7

5-[5-(4-Amino-butyl)-pyridin-2-yl]-pentanoic acid methylamide

NaH

→

5-8

5-(6,7,8,9-Tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-pentanoic acid methylamide

溶剂

反应条件

后处理

1. 1
   其他was purged with argon for 30 min
2. 2
   温度heated
3. 3
   温度at reflux for 72 hours
4. 4
   温度The mixture was cooled
5. 5
   其他quenched with ethanol
6. 6
   workup.ADDITIONdiluted with 10% aqueous potassium carbonate
7. 7
   萃取extracted with ethyl acetate
8. 8
   干燥The organics were dried over MgSO4
9. 9
   浓缩concentrated to an oil
10. 10
    其他The residue was chromatographed on silica gel (70:25:5 CHCl3/EtOAc/MeOH/H2O)

实验过程

A mixture of 5-7 (24 g, 91.2 mmol) and NaH (10.9 g of a 60% weight dispersion in mineral oil, 273 mmol) in xylenes (500 mL) was purged with argon for 30 min, and then heated at reflux for 72 hours. The mixture was cooled, quenched with ethanol, diluted with 10% aqueous potassium carbonate and extracted with ethyl acetate. The organics were dried over MgSO4, and concentrated to an oil. The residue was chromatographed on silica gel (70:25:5 CHCl3/EtOAc/MeOH/H2O) to give 5-8 as a white solid.

来源