Home / Publications / A convenient synthesis of new (1,2,4-triazolylamino)pyrimidines from cyanamide precursor

A convenient synthesis of new (1,2,4-triazolylamino)pyrimidines from cyanamide precursor

Mikhail Avramovich Prezent 1
Mikhail Avramovich Prezent
Sergey Viktorovich Baranin 1
Sergey Viktorovich Baranin
Yurii Nikolaevich Bubnov 1
Yurii Nikolaevich Bubnov
Published 2020-06-26
CommunicationVolume 30, Issue 4, 500-501
2
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Prezent M. A., Baranin S. V., Bubnov Y. N. A convenient synthesis of new (1,2,4-triazolylamino)pyrimidines from cyanamide precursor // Mendeleev Communications. 2020. Vol. 30. No. 4. pp. 500-501.
GOST all authors (up to 50) Copy
Prezent M. A., Baranin S. V., Bubnov Y. N. A convenient synthesis of new (1,2,4-triazolylamino)pyrimidines from cyanamide precursor // Mendeleev Communications. 2020. Vol. 30. No. 4. pp. 500-501.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2020.07.032
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.07.032
TI - A convenient synthesis of new (1,2,4-triazolylamino)pyrimidines from cyanamide precursor
T2 - Mendeleev Communications
AU - Prezent, Mikhail Avramovich
AU - Baranin, Sergey Viktorovich
AU - Bubnov, Yurii Nikolaevich
PY - 2020
DA - 2020/06/26
PB - Mendeleev Communications
SP - 500-501
IS - 4
VL - 30
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2020_Prezent,
author = {Mikhail Avramovich Prezent and Sergey Viktorovich Baranin and Yurii Nikolaevich Bubnov},
title = {A convenient synthesis of new (1,2,4-triazolylamino)pyrimidines from cyanamide precursor},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.07.032},
number = {4},
pages = {500--501},
doi = {10.1016/j.mencom.2020.07.032}
}
MLA
Cite this
MLA Copy
Prezent, Mikhail Avramovich, et al. “A convenient synthesis of new (1,2,4-triazolylamino)pyrimidines from cyanamide precursor.” Mendeleev Communications, vol. 30, no. 4, Jun. 2020, pp. 500-501. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.07.032.

Keywords

1,2,4-triazoles
amino acids
Boc-deprotection
cyanamides
heterocyclization
hydrazides
piperazines
pyrimidines

Abstract

The Ni(acac)2-catalyzed 1,2,4-triazole formation from cyanamides and carbohydrazides was extended onto N-(4,6-dimethylpyrimidin-2-yl)cyanamide and glycine hydrazides. The obtained N-(5-aminomethyl-4H-1,2,4-triazol-3-yl)-4,6-dimethylpyrimidin-2-amines may be attractive for the estimation of their biological activity.

References

1.
Ananikov V.P., Khokhlova E.A., Egorov M.P., Sakharov A.M., Zlotin S.G., Kucherov A.V., Kustov L.M., Gening M.L., Nifantiev N.E.
Mendeleev Communications, 2015
2.
10.1016/j.mencom.2020.07.032_bib0010
Design of Hybrid Molecules for Drug Development, 2017
3.
Design and synthesis of novel carbazolo–thiazoles as potential anti-mycobacterial agents using a molecular hybridization approach
Shaikh M.S., Palkar M.B., Patel H.M., Rane R.A., Alwan W.S., Shaikh M.M., Shaikh I.M., Hampannavar G.A., Karpoormath R.
RSC Advances, 2014
7.
Intravenous Ribavirin Is a Safe and Cost-effective Treatment for Respiratory Syncytial Virus Infection After Lung Transplantation
Glanville A.R., Scott A.I., Morton J.M., Aboyoun C.L., Plit M.L., Carter I.W., Malouf M.A.
Journal of Heart and Lung Transplantation, 2005
8.
Chudinov M.V., Matveev A.V., Prutkov A.N., Konstantinova I.D., Fateev I.V., Prasolov V.S., Smirnova O.A., Ivanov A.V., Galegov G.A., Deryabin P.G.
Mendeleev Communications, 2016
9.
Fluconazole for the treatment of candidiasis: 15 years experience
Cha R., Sobel J.D.
Expert Review of Anti-Infective Therapy, 2004
10.
Bel’skaya N.P., Demina M.A., Sapognikova S.G., Fan Z., Zhang H., Dehaen W., Bakulev V.A.
Arkivoc, 2008
11.
G. Mitchell, WO Patent 144234 A1, 2013.
12.
K. Baumann, A. Flohr, E. Goetschi, H. Jacobsen, S. Jolidon and T. Luebbers, US Patent 20090215759 A1, 2009.
13.
SAR studies around a series of triazolopyridines as potent and selective PI3Kγ inhibitors
Bell K., Sunose M., Ellard K., Cansfield A., Taylor J., Miller W., Ramsden N., Bergamini G., Neubauer G.
Bioorganic and Medicinal Chemistry Letters, 2012
14.
Parallel synthesis of a series of subtype-selective NMDA receptor antagonists
Gregory T.F., Wright J.L., Wise L.D., Meltzer L.T., Serpa K.A., Konkoy C.S., Whittemore E.R., Woodward R.M.
Bioorganic and Medicinal Chemistry Letters, 2000
15.
Shagun L.G., Dorofeev I.A., Zhilitskaya L.V., Larina L.I., Yarosh N.O.
Mendeleev Communications, 2015
16.
(2-Methyl-5-(methylsulfonyl)benzoyl)guanidine Na+/H+ Antiporter Inhibitors
Baumgarth M., Beier N., Gericke R.
Journal of Medicinal Chemistry, 1997
17.
Aminopyrimidines with High Affinity for Both Serotonin and Dopamine Receptors
Wustrow D., Belliotti T., Glase S., Kesten S.R., Johnson D., Colbry N., Rubin R., Blackburn A., Akunne H., Corbin A., Davis M.D., Georgic L., Whetzel S., Zoski K., Heffner T., et. al.
Journal of Medicinal Chemistry, 1998
18.
4,5-Dihydro-1H-pyrazolo[3,4-d]pyrimidine containing phenothiazines as antitubercular agents
Siddiqui A.B., Trivedi A.R., Kataria V.B., Shah V.H.
Bioorganic and Medicinal Chemistry Letters, 2014
19.
Discovery of new thienopyrimidinone derivatives displaying antimalarial properties toward both erythrocytic and hepatic stages of Plasmodium
Cohen A., Suzanne P., Lancelot J., Verhaeghe P., Lesnard A., Basmaciyan L., Hutter S., Laget M., Dumètre A., Paloque L., Deharo E., Crozet M.D., Rathelot P., Dallemagne P., Lorthiois A., et. al.
European Journal of Medicinal Chemistry, 2015
20.
Antimalarial activity of new water-soluble dihydroartemisinin derivatives. 3. Aromatic amine analogs
Lin A.J., Li L.Q., Klayman D.L., George C.F., Flippen-Anderson J.L.
Journal of Medicinal Chemistry, 1990
21.
Verbitskiy E.V., Baskakova S.A., Gerasimova N.A., Evstigneeva N.P., Zil’berberg N.V., Kungurov N.V., Kravchenko M.A., Rusinov G.L., Chupakhina O.N., Charushin V.N.
Mendeleev Communications, 2018
22.
2-Aminopyrimidine Derivatives as New Selective Fibroblast Growth Factor Receptor 4 (FGFR4) Inhibitors
Mo C., Zhang Z., Guise C.P., Li X., Luo J., Tu Z., Xu Y., Patterson A.V., Smaill J.B., Ren X., Lu X., Ding K.
ACS Medicinal Chemistry Letters, 2017
23.
Preparation of substituted N-phenyl-4-aryl-2-pyrimidinamines as mediator release inhibitors
Paul R., Hallett W.A., Hanifin J.W., Reich M.F., Johnson B.D., Lenhard R.H., Dusza J.P., Kerwar S.S., Lin Y.I.
Journal of Medicinal Chemistry, 1993
25.
Biologically active azolo-1,2,4-triazines and azolopyrimidines
Rusinov V.L., Charushin V.N., Chupakhin O.N.
Russian Chemical Bulletin, 2018
26.
Synthesis of diacylketene and alkoxycarbonyl(acyl)ketene N,N-acetals by the reaction of ?-diketones and ?-ketoesters with monosubstituted cyanamides
Dorokhov V.A., Gordeev M.F., Dem'yanets Z.K., Bochkareva M.N., Bogdanov V.S.
Russian Chemical Bulletin, 1989
27.
Reaction of acetylacetone with cyanamide in the presence of catalytic amounts of nickel acetylacetonate
28.
Synthesis of the N,S-acetals of diacyl- and alkoxycarbonyl(acyl)ketenes with ?-dicarbonyl compounds, organic thiocyanates, and nickel(2+) complexes
29.
A new approach to the synthesis of 3-amino- and 3-benzoylamino-5-aminoalkyl-1,2,4-triazoles
Prezent M.A., Daeva E.D., Baranin S.V., Dorokhov V.A.
Russian Chemical Bulletin, 2015
31.
Prezent M.A., Daeva E.D., Baranin S.V., Zavarzin I.V.
Mendeleev Communications, 2017
34.
Synthesis of 1,2,4-Oxadiazole-, 1,3,4-Oxadiazole-, and 1,2,4-Triazole-Derived Dipeptidomimetics
Borg S., Estenne-Bouhtou G., Luthman K., Csoeregh I., Hesselink W., Hacksell U.
Journal of Organic Chemistry, 1995
35.
Rhodamine B Piperazinoacetohydrazine: A Water-Soluble Spectroscopic Reagent for Pyruvic Acid Labeling
Jia J., Wang K., Shi W., Chen S., Li X., Ma H.
Chemistry - A European Journal, 2010