N-(2-methoxyphenyl)-3-[3-(3-methoxyphenyl)-1,2,4-oxadiazol-5-yl]propanamide

Containing 1,2,4-oxadiazole ring and connecting two methoxybenzene groups and a propamide group,Oxime can be formed by condensation of carboxylic acid derivatives (such as acyl chlorides or esters) with hydroxylamine, and then cyclized with another carboxylic acid derivative to form oxadiazole ring 7. For example, 3-methoxybenzoic acid reacts with hydroxylamine to form an intermediate, which is then condensed with a propionamide derivative,Condensation of 2-methoxyaniline with propionic acid derivatives (such as propionyl chloride) under alkaline conditions (such as DCC/DMAP) to form amide bonds

Pharmaceutical intermediates:

This compound contains an oxadiazole ring and a methoxyphenyl structure, similar to known active molecules containing oxadiazole rings (such as CAS 724438-77-1), and may be used as an intermediate for antibacterial, antiviral, or kinase inhibitory drugs

Construction of oxadiazole ring:

Using 3-methoxybenzoic acid as the raw material, it reacts with hydroxylamine to form acylhydrazine intermediate, which is then condensed and cyclized with propionic acid derivatives (such as propionyl chloride) to form 1,2,4-oxadiazole ring 7.

Optimization conditions: alkaline environment (such as KOH/ethanol system), heating reaction at 80-100 ℃.

Formation of amide bond:

Reacting the above-mentioned oxadiazole intermediate with 2-methoxyaniline under the catalysis of a condensing agent (such as DCC/DMAP) to generate the amide bond of the target product.

Solvent selection: dichloromethane or THF, reaction temperature 0-25 ℃

Molecular Weight:353.4
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:353.13755610
Monoisotopic Mass:353.13755610
Topological Polar Surface Area:86.5
Heavy Atom Count:26
Complexity:451
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes