Synthesis of nilotinib was written by Chen, Yongjiang;Wang, Lihua;Zhou, Hong;Wang, Congzhan. And the article was included in Zhongguo Yiyao Gongye Zazhi in 2009.Electric Literature of C10H13NO2 This article mentions the following:
The 5-bromo-3-(trifluoromethyl) phenylamine was reacted with 4-methyl-1H-imidazole in presence of cesium carbonate and cuprous iodide to obtain 3-trifluoromethyl-5-(4-methyl-1H-imidazol-1-yl) phenylamine. Et 3-amino-4-Me benzoate was reacted with cyanamide to obtain the guanidine 6, which cyclized with 3-dimethylamino-1-(3-pyridinyl)-2-propylene-1-one to provide Et 4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoate. Et 4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoate was subjected to Boc protection, hydrolysis, amidation and then condensation with 3-trifluoromethyl-5-(4-methyl-1H-imidazol-1-yl) phenylamine to give 4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl) phenyl]-3-[N-tert-butoxycarbonyl-[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzamide. After deprotection, the antitumor agent nilotinib (I) was obtained with an overall yield of 40%. In the experiment, the researchers used many compounds, for example, Ethyl 3-amino-4-methylbenzoate (cas: 41191-92-8Electric Literature of C10H13NO2).
Ethyl 3-amino-4-methylbenzoate (cas: 41191-92-8) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Electric Literature of C10H13NO2
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics