2,6-diketone-piperazine (piperidine) type derivative and application thereof
A derivative, piperidine technology, applied in the field of medicinal chemistry, can solve problems such as QT gap prolongation
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0066] 1-(4-(4-(3-(6-fluoro-benzoisoxazole))-1-piperidinyl)butyl)-4-(4-chlorophenyl)-piperidine-2,6 - Diketones (No. 1)
[0067] (1) Add 52 g (0.4 mol) of ethyl acetoacetate and 28 g (0.2 mol) of p-chlorobenzaldehyde in a 500 ml three-necked flask equipped with a reflux condenser, magnetic stirring and dropping funnel. Under stirring, a mixed solution of ethanol (20ml) and piperidine (2ml) with a volume concentration of 95% was added dropwise, the solid gradually dissolved, and the stirring was continued until the reaction solution began to solidify again, about 1 hour. When the reactants are completely solidified, heat them in an electric constant temperature water bath, and place them in the dark at 40°C for 5 hours to complete the reaction. The solidified product was recrystallized with ethanol with a volume concentration of 95%, and 52.2 g of white needle crystals were obtained, with a yield of 68.2%. Melting point: 152-155°C.
[0068] (2) Add 100g of potassium hydroxid...
Embodiment 2
[0075] 1-(4-(4-(3-(6-fluoro-benzoisoxazole))-1-piperidinyl)butyl)-4-(4-fluorophenyl)-piperidine-2,6 - diketones (number 2)
[0076] Using p-fluorobenzaldehyde as the starting material, the target compound was obtained according to the method in Example 1. Melting point: 137-139°C
[0077] 1 H NMR (CDCl 3 )δ1.52-1.61 (m, 4H), 2.06-2.12 (m, 6H), 2.42 (t, 2H, J=13.6Hz), 2.75-2.83 (m, 2H), 2.96-3.07 (m, 5H) , 3.34-3.37(m, 1H), 3.83(t, 2H, J=14Hz), 7.03-7.07(m, 3H), 7.18-7.24(m, 3H), 7.71-7.74(m, 1H)
Embodiment 3
[0079] 1-(4-(4-(3-(6-fluoro-benzoisoxazole))-1-piperidinyl)butyl)-4-(phenyl)-piperidine-2,6-dione (number 3)
[0080] Using benzaldehyde as the starting material, the target compound was obtained according to the method in Example 1. Melting point: 114-116°C
[0081] 1 H NMR (CDCl 3 )δ1.55-1.59 (m, 4H), 2.05-2.13 (m, 6H), 2.42 (t, 2H, J=14.4Hz), 2.77-2.84 (m, 2H), 2.98-3.08 (m, 5H) , 3.34-3.38(m, 1H), 3.84(t, 2H, J=14Hz), 7.03-7.08(m, 1H), 7.20-7.40(m, 6H), 7.68-7.71(m, 1H)
PUM
| Property | Measurement | Unit |
|---|---|---|
| melting point | aaaaa | aaaaa |
Abstract
Description
Claims
Application Information
Login to View More 
PatSnap Eureka turns technology decisions into work you can execute. Powered by our Innovation Knowledge Graph, it runs expert workflows across engineering, life sciences, materials and intellectual property. Get your review-ready output in minutes.
