A new and efficient synthetic route for the anxiolytic agent CL285032 was written by Ghidu, Victor P.;Ilies, Marc A.;Cullen, Tom;Pollet, Robert;Abou-Gharbia, Magid. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Synthetic Route of C11H13NO2 This article mentions the following:
CL285032, i.e. 6-[3-(acetylmethylamino)phenyl]-3-methyl[1,2,4]triazolo[4,3-b]pyridazine, is an anxiolytic compound currently under investigation as a possible treatment for canine noise phobia associated anxiety. A robust scale-up and manufacturing process is essential for the development and marketability of the drug. The current synthetic route, although reliable, requires 7 steps and has a low overall yield (18%), leaving opportunity for improvement. The authors present an efficient alternative approach toward the synthesis of CL285032 from 3-AcMeNC6H4Ac over 3 steps with 65% overall yield. In the experiment, the researchers used many compounds, for example, N-(3-Acetylphenyl)-N-methylacetamide (cas: 325715-13-7Synthetic Route of C11H13NO2).
N-(3-Acetylphenyl)-N-methylacetamide (cas: 325715-13-7) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Synthetic Route of C11H13NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics