TY - JOUR
T1 - A new, one-pot, multicomponent synthesis of bioactive N-pyrazolylformamidines under microwave irradiation
AU - Lim, Felicia Phei Lin
AU - Luna, Giuseppe
AU - Dolzhenko, Anton V.
N1 - Funding Information:
This work is supported by the Ministry of Higher Education, Malaysia under the Fundamental Research Grant Scheme (FRGS) and by a seed grant from the Infection and Immunity Cluster of the Tropical Medicine, Biology and Genomics Platform (Monash University Malaysia). The authors are grateful for the OIDD screening data supplied courtesy of Eli Lilly and Company, and which are reported with permission.
Copyright:
Copyright 2016 Elsevier B.V., All rights reserved.
PY - 2016/8
Y1 - 2016/8
N2 - A one-pot, three-component, microwave-assisted reaction of polysubstituted 5-aminopyrazoles, triethyl orthoformate, and a series of cyclic secondary amines was developed and successfully employed for the synthesis of novel N-pyrazolylformamidines. Under catalyst-free conditions, the reaction proceeded in a chemo- and regioselective manner, resulting in the formation of unsymmetric formamidines, which were isolated in high yields and purity. Some of the prepared compounds were found to inhibit interleukin-17 secretion in phenotypic in vitro assays.
AB - A one-pot, three-component, microwave-assisted reaction of polysubstituted 5-aminopyrazoles, triethyl orthoformate, and a series of cyclic secondary amines was developed and successfully employed for the synthesis of novel N-pyrazolylformamidines. Under catalyst-free conditions, the reaction proceeded in a chemo- and regioselective manner, resulting in the formation of unsymmetric formamidines, which were isolated in high yields and purity. Some of the prepared compounds were found to inhibit interleukin-17 secretion in phenotypic in vitro assays.
KW - formamidines
KW - microwave-assisted synthesis
KW - multicomponent reaction
KW - orthoesters
KW - pyrazoles
UR - http://www.scopus.com/inward/record.url?scp=84979010838&partnerID=8YFLogxK
U2 - 10.1055/s-0035-1561616
DO - 10.1055/s-0035-1561616
M3 - Article
AN - SCOPUS:84979010838
SN - 0039-7881
VL - 48
SP - 2423
EP - 2428
JO - Synthesis
JF - Synthesis
IS - 15
ER -