Nevirapine And Its Pyridine And Diazepine Analogues Synthesized Research

Acquired Immune Deficiency Syndrome (AIDS) has become one of the most serious diseases in the world. There are about 840, 000 people infected with HIV in China reported by the government on Dec. 1st, 2003. The number of people infected with HIV is increasing rapidly nowadays and will be 10,000,000 by the end of 2010 if no effective measures would be taken right now. Drugs used to treat AIDS in China mostly depend on importation. Most patients cannot afford for their high price. Therefore, researching anti~HIV drugs with low price has become a vital task to be accomplished by the government and researchers as soon as possible.From cyanoacetamide and ethyl acetoacetate, non-nucleoside reverse transcriptase inhibitor nevirapine and five other compounds, as 5, ll-dihydro-6H-dipyrido[2, 3-b:2 ,3 -e][1, 4]diazepin-6-one analogues, are prepared via ring closure reactions chlorinations hydrolyzation Hoffmann rearrangement catalytic hydrogenation regioselective chlorination acylation aryl amination. The total yield of nevirapine synthesis is 30. 9%. The structures are confirmed by IR, MS 1H-NMR. Much stress is laid on the synthesis of the intermediate 2-chloro-3-amino-4-methylpyridine (CAPIC), and 9 percent is increased in the total yield of CAPIC. Nevirapine is purified through two different methods, and the quality of the sample meets the demand of the company Boehriger-Ingelheim. The primary impurity in nevirapine is separated and it is 2-(2-cyclopropylamino-3-pyridyl)-7-methyl-oxazolo[5,4-b]pyridine, whose structure is confirmed by IR MS 1H-NMR. It is the first time applying CuI as catalyst to form C-N bond in the synthesis of 5, 11-dihydro-6H-dipyrido[2, 3-b: 2 , 3'-e][1, 4]diazepin-6-ones.