180339-83-7

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 67203-48-9 6,7,8,9-tetrahydro-5H-pyrido[3,2-b]azepine 

Downstream Products

• 203636-53-7 1,4,5,6-tetrahydro-6-(4-nitrobenzoyl)pyrazolo[3,4-d]pyrido[3,2-b]azepine 
• 180339-86-0 9-hydroxy-5(4-nitrobenzoyl)-6,7,8,9-tetrahydro-5H-pyrido[3,2-b]azepine O-acetate 
• 180339-88-2 5,6,7,8-tetrahydro-5-(4-nitrobenzoyl)-9H-pyrido[3,2-b]azepin-9-one 
• 180339-87-1 9-hydroxy-5-(4-nitrobenzoyl)-6,7,8,9-tetrahydro-5H-pyrido[3,2-b]azepine 
• 180339-84-8 5-(4-nitrobenzoyl)-6,7,8,9-tetrahydro-5H-pyrido[3,2-b]azepinene N-oxide 

Relevant academic research and scientific papers

Synthesis of 1,4,5,6-tetrahydropyrazolo[3,4-d]pyrido[3,2-b]azepine

The synthesis of 7,8-dihydro-5(6H)-quinolinone (3) from commercially available 3-amino-2-cyclohexen-1-one (1) and 3-(dimethylamino)acrolein (4) in 23% yield avoids the preparation of propynal (2). Conversion of 5-(4- methylphenylsulfonyl)-6,7,8,9-tetrahydro-5H-pyrido[3,2-b]azepine (12) to 6- (4-methylphenylsulfonyl)-1,4,5,6-tetrahydropyrazolo[3,4-d]pyrido[3,2- b]azepine (24) is described. Removal of the N-(4-methylphenylsulfonyl) group with 40% sulfuric acid in acetic acid gave the tricyclic azepine 26. Application of a similar series of reactions to 5-(4-nitrobenzoyl)-6,7,8,9- tetrahydro-5H-pyrido[3,2-b]azepine (13) afforded 6-(4-nitrobenzoyl)-1,4,5,6- tetrahydropyrazolo[3,4-d]pyrido[3,2-b]azepine (25).