Keywords
active pharmaceutical ingredient
amine synthesis
cyclizine
formalin
green metrics
reductive amination
Abstract
A comparative study of cyclizine synthesis methods using reductive amination reactions is reported. Among them there are procedures involving hydride reagents [NaBH4, NaBH3CN, NaBH(OAc)3], hydrogenation over Pd/C and external reductant-free method using formalin only. The methods are also characterized using green chemistry metrics.
Funders
Russian Science Foundation
25-13-00085
Ministry of Education and Science of the Russian Federation
075-00276-25-00
References
1.
Kochetkov S.V., Kucherenko A.S., Zlotin S.G.
Mendeleev Communications,
2017
2.
Jakubczyk M., Mkrtchyan S., Shkoor M., Lanka S., Budzák Š., Iliaš M., Skoršepa M., Iaroshenko V.O.
Journal of the American Chemical Society,
2022
3.
ref-10.71267-mendc7489-1-11-1-0
4.
Afanasyev O.I., Kuchuk E., Usanov D.L., Chusov D.
Chemical Reviews,
2019
5.
Podyacheva E., Afanasyev O.I., Tsygankov A.A., Makarova M., Chusov D.
Synthesis,
2019
6.
Zlotin Sergei G., Egorova Ksenia S., Ananikov Valentine P., Akulov Alexey A., Varaksin Mikhail V., Chupakhin Oleg N., Charushin Valery N., Bryliakov Konstantin P., Averin Alexey D., Beletskaya Irina P., Dolengovski Egor L., Budnikova Yulia H., Sinyashin Oleg G., Gafurov Zufar N., Kantyukov Artyom O., et. al.
Russian Chemical Reviews,
2024