Aminolysis of 6-[1-(2,6-difluorophenyl)cyclopropyl]-5-methyl-2-(nitroamino)pyrimidin-4(3 H )-one

I. A. Novakov; L. L. Brunilina; A. A. Vernigora; I. A. Kirillov; A. S. Mkrtchyan; M. B. Navrotskii; D. S. Sheikin; A. S. Yablokov; E. A. Ruchko; V. V. Kachala

doi:10.1134/S1070428017120107

Aminolysis of 6-[1-(2,6-difluorophenyl)cyclopropyl]-5-methyl-2-(nitroamino)pyrimidin-4(3H)-one

Authors: Novakov I.A.¹, Brunilina L.L.¹, Vernigora A.A.¹, Kirillov I.A.¹, Mkrtchyan A.S.¹, Navrotskii M.B.¹, Sheikin D.S.¹, Yablokov A.S.¹, Ruchko E.A.², Kachala V.V.³
Affiliations:
1. Volgograd State Technical University
2. ”Pharm-Sintez” Closed Corporation
3. Zelinskii Institute of Organic Chemistry
Issue: Vol 53, No 12 (2017)
Pages: 1844-1850
Section: Article
URL: https://journals.rcsi.science/1070-4280/article/view/217033
DOI: https://doi.org/10.1134/S1070428017120107
ID: 217033

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Abstract

The aminolysis of 6-[1-(2,6-difluorophenyl)cyclopropyl]-5-methyl-2-(nitroamino)pyrimidin-4(3H)-one with various amines in butan-1-ol and under solvent-free conditions is successful when the amino group in the reagent is sterically unshielded and the reaction medium is characterized by a high dielectric permittivity. Reactions of the title compound with sterically shielded amines are accompanied by alcoholysis where the amine acts as a base catalyst.