4-piperazinemethyl-7-hydroxybenzofuran compound and medical application thereof
A technology of hydroxybenzene and compounds, applied in the field of compounds and their medical applications, can solve problems such as difficult to control intestinal symptoms
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0054] Example 1: Preparation of 4-[(4-phenylpiperazin-1-yl)methyl]-7-hydroxybenzofuran (B01)
[0055] Add 4.0 g (0.030mol) of 7-hydroxybenzofuran, 4.9 g (0.030mol) of 1-phenylpiperazine, 2.4 mL (0.033mol) of 37% aqueous formaldehyde solution, and 1 mL of glacial acetic acid into the reaction flask, and use an appropriate amount of ethanol as a solvent. Heat to reflux for 4~8h, TLC monitors the reaction process, after the reaction is completed, cool down, and remove ethanol by rotary evaporation to obtain a yellow oil, which is separated and purified by column chromatography with ethyl acetate:petroleum ether (1:5) as eluent , the solvent was removed by rotary evaporation, and 3.0 g of a light yellow solid was precipitated by freezing, with a yield of 32.5%. ESI-MSm / z: 309.2; 1H-NMR (CDCl3) δ(ppm): 2.62-2.67 (4H, m), 3.16-3.20 (4H, m), 3.56(2H, s), 6.70(1H, m) , 6.80(1H, d, J=8.1 Hz), 6.98-7.08(2H, m), 7.16-7.22 (4H, m), 7.68(1H, d, J=8.1 Hz).
Embodiment 2
[0056] Example 2: Preparation of 4-{[4-(4-methylphenyl)piperazin-1-yl]methyl}-7-hydroxybenzofuran (B02)
[0057]According to the preparation method of Example 1, a light yellow solid was obtained with a yield of 22.7%. ESI-MS m / z: 351.4; 1H-NMR(CDCl3) δ(ppm): 2.28 (3H, s), 2.67-2.72 (4H, m), 3.20-3.35 (4H, m), 3.60 (2H, s ), 6.70(1H, d, J=8.1 Hz), 6.96 (2H, d, J = 8.2 Hz), 7.00-7.06(2H, m), 7.16(2H, d, J=8.2 Hz), 7.72(1H , d, J=8.1 Hz).
Embodiment 3
[0058] Example 3: Preparation of 4-{[4-(2-methylphenyl)piperazin-1-yl]methyl}-7-hydroxybenzofuran (B03)
[0059] According to the preparation method of Example 1, a light yellow solid was obtained with a yield of 23.8%. ESI-MS m / z: 351.4; 1H-NMR(CDCl3) δ(ppm): 2.30 (3H, s), 2.60-2.68 (4H, m), 3.28-3.36 (4H, m), 3.66 (2H, s ), 6.56-6.64 (1H, m), 6.77(1H, d, J=8.1 Hz), 6.94-7.03(3H, m), 7.08-7.13(2H, m), 7.82(1H, d, J=8.1 Hz).
PUM
Abstract
Description
Claims
Application Information
- R&D Engineer
- R&D Manager
- IP Professional
- Industry Leading Data Capabilities
- Powerful AI technology
- Patent DNA Extraction
Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.
© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com