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Synthesis of new tetrahydropyridopyrazine derivatives via continuous flow chemistry approach and their spectroscopic characterizations
Author(s) -
Parmar Nilesh D.,
Hadiyal Sanjay D.,
Kapupara Vimal H.,
Lalpara Jaydeep N.,
Joshi Hitendra S.
Publication year - 2021
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.4270
Subject(s) - chemistry , amine gas treating , flow chemistry , combinatorial chemistry , palladium , molecule , nitro , catalysis , continuous flow , sulfonyl , organic chemistry , alkyl , physics , mechanics
We report here the synthesis of different substituted tetrahydropyridopyrazine derivatives. This approach of synthesis has been designed in a way that in first simple chloro‐amine coupling as an alternative of Buchwald coupling followed by heterogeneous hydrogenation of nitro to give amine and further cyclization of this amine with carboxylic acid was accomplished in a single process with the help of continuous flow hydrogenation reactor. This processing was a generation of hydrogen (in situ) by electrolysis of water molecule and using a pre‐packed cartridge of a palladium catalyst. In a further step, LAH was used to reduce lactam to a yielding product as tetrahydropyridopyrazine (TPP) scaffold. Final adducts were obtained using substituted benzoyl and sulfonyl derivatives.