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Selective C-Acylation of 2-Aminoimidazo[1,2-a]pyridine: Application to the Synthesis of Imidazopyridine-Fused [1,3]Diazepinones

“…The first prototype of such structures, which led to many clinical and commercial successes, was the diazepine scaffold. , Since the discovery of the benzodiazepine family as central nervous system depressants, many synthetic derivatives, displaying a wide pharmacological spectrum including antithrombotic, antibiotic, and antitumor , properties, have been extensively developed. Much attention has been paid to the replacement of the fused benzene ring by a heterocyclic ring system such as thiophene, , pyrazole, , imidazole, pyrrole, − indole, , furan, etc. Among the different classes of diazepines, the [1,3]diazepines have been studied to a minor extent although their derivatives are also of interest due to their ability to bind multiple therapeutic targets.…”

Structural characterization of [1,4]diazepino[6,5-b]indoles by powder diffraction

“…All compounds have been synthesized as polycrystalline powders in the Department of Medicinal Chemistry, State Scientific Centre of Antibiotics, Moscow, Russia, in accordance with the literature (Ryabova et al, 1996(Ryabova et al, , 2003Lantsetti & Ryabova, 2001;Lantsetti et al, 2002). The molecular structures were validated by the results of IR, NMR and PMR spectroscopy, and mass spectrometry.…”

“…These solvates can be decomposed further by heating to 5-10 K above the boiling point of the corresponding solvent. We found that for the synthesis of (1a) and (1e) it is necessary to use the aldehydes (2a) and (2e) as recrystallized from propan-2-ol to obtain the highest yield (65%) of the desired products (Ryabova et al, 1996(Ryabova et al, , 2003 research papers Hydrogen bonding in (1a) and (1e) viewed down the c axis. The independent molecules are labelled as A and B.…”

“…2e) (see scheme below) has been developed (Ryabova et al, 1996(Ryabova et al, , 2003Lantsetti et al, 2002;Lantsetti & Ryabova, 2001).…”

Synthesis of Thieno[3,2‐e][1,4]diazepin‐2‐ones: Application of an Uncatalysed Pictet–Spengler Reaction

“…This template was further shown to interact with high affinity with multiple receptor types and has also been used in the design of some enzyme inhibitors. [17,18] Recently, we focused our efforts on the development of a new azaheterocycle-fused [1,3]diazepine scaffold and successfully reported on the synthesis of the first series of imidazopyridine-fused [1,3]diazepinones. Much attention has been paid to the replacement of the fused benzene ring by a heterocyclic structure such as pyrazole, [11,12] imidazole, [13] pyrrole, [14][15][16] and indole.…”