Standard

Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones as promising drug precursors. / Golubev, A. S.; Starostin, G. S.; Chunikhin, K. S.; Peregudov, A. S.; Rodygin, K. C.; Rubtsova, S. A.; Slepukhin, P. A.; Kuchin, A. V.; Chkanikov, N. D.

In: Russian Chemical Bulletin, Vol. 60, No. 4, 01.04.2011, p. 733-745.

Research output: Contribution to journal › Article › peer-review

Harvard

Golubev, AS, Starostin, GS, Chunikhin, KS, Peregudov, AS, Rodygin, KC, Rubtsova, SA, Slepukhin, PA, Kuchin, AV & Chkanikov, ND 2011, 'Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones as promising drug precursors', Russian Chemical Bulletin, vol. 60, no. 4, pp. 733-745. https://doi.org/10.1007/s11172-011-0114-y

APA

Golubev, A. S., Starostin, G. S., Chunikhin, K. S., Peregudov, A. S., Rodygin, K. C., Rubtsova, S. A., Slepukhin, P. A., Kuchin, A. V., & Chkanikov, N. D. (2011). Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones as promising drug precursors. Russian Chemical Bulletin, 60(4), 733-745. https://doi.org/10.1007/s11172-011-0114-y

Vancouver

Golubev AS, Starostin GS, Chunikhin KS, Peregudov AS, Rodygin KC, Rubtsova SA et al. Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones as promising drug precursors. Russian Chemical Bulletin. 2011 Apr 1;60(4):733-745. https://doi.org/10.1007/s11172-011-0114-y

Author

Golubev, A. S. ; Starostin, G. S. ; Chunikhin, K. S. ; Peregudov, A. S. ; Rodygin, K. C. ; Rubtsova, S. A. ; Slepukhin, P. A. ; Kuchin, A. V. ; Chkanikov, N. D. / Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones as promising drug precursors. In: Russian Chemical Bulletin. 2011 ; Vol. 60, No. 4. pp. 733-745.

BibTeX

@article{68e3e1bb4e564c47b0dd3d7929eda2ae,
title = "Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones as promising drug precursors",
abstract = " Methods for the synthesis of 4-R-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-6- ones (R = CF 2 SAr and 4-CFHSAr) were developed. The derivatives with R = CF 2 SAr were obtained by both heterocyclization of 1-substituted 5-aminopyrazoles with ethyl 4,4-difluoro-3-oxo-4-phenylsulfanylbutanoate and replacement of the Br atom in 4-bromodifluoromethyl-6,7-dihydro-1H-pyrazolo[3,4- b]pyridin-6-ones by sodium arenethiolates. The fragment 4-CF-HSAr was introduced by replacement of the Cl atom in 4-chlorofluoromethyl-6,7-dihydro-1H- pyrazolo[3,4-b]pyridin-6-ones by sodium arenethiolates. Oxidation of 4-CF 2 SPh-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-6-ones gave the corresponding sulfoxides; their structures were confirmed by X-ray diffraction data.",
keywords = "1-substituted 5-aminopyrazoles, arylsulfanyl(difluoro)methyl group, arylsulfinyl(difluoro)-methyl group., fluorine-containing 6,7-dihydro-1H-pyrazolo[3,4-b] -pyridin-6-ones, fluorine-containing ethyl acetoacetates, heterocyclization, microwave irradiation, pyrazolo[3,4-b]pyridines",
author = "Golubev, {A. S.} and Starostin, {G. S.} and Chunikhin, {K. S.} and Peregudov, {A. S.} and Rodygin, {K. C.} and Rubtsova, {S. A.} and Slepukhin, {P. A.} and Kuchin, {A. V.} and Chkanikov, {N. D.}",
year = "2011",
month = apr,
day = "1",
doi = "10.1007/s11172-011-0114-y",
language = "English",
volume = "60",
pages = "733--745",
journal = "Russian Chemical Bulletin",
issn = "1066-5285",
publisher = "Springer Nature",
number = "4",

}

RIS

TY - JOUR

T1 - Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones as promising drug precursors

AU - Golubev, A. S.

AU - Starostin, G. S.

AU - Chunikhin, K. S.

AU - Peregudov, A. S.

AU - Rodygin, K. C.

AU - Rubtsova, S. A.

AU - Slepukhin, P. A.

AU - Kuchin, A. V.

AU - Chkanikov, N. D.

PY - 2011/4/1

Y1 - 2011/4/1

N2 - Methods for the synthesis of 4-R-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-6- ones (R = CF 2 SAr and 4-CFHSAr) were developed. The derivatives with R = CF 2 SAr were obtained by both heterocyclization of 1-substituted 5-aminopyrazoles with ethyl 4,4-difluoro-3-oxo-4-phenylsulfanylbutanoate and replacement of the Br atom in 4-bromodifluoromethyl-6,7-dihydro-1H-pyrazolo[3,4- b]pyridin-6-ones by sodium arenethiolates. The fragment 4-CF-HSAr was introduced by replacement of the Cl atom in 4-chlorofluoromethyl-6,7-dihydro-1H- pyrazolo[3,4-b]pyridin-6-ones by sodium arenethiolates. Oxidation of 4-CF 2 SPh-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-6-ones gave the corresponding sulfoxides; their structures were confirmed by X-ray diffraction data.

AB - Methods for the synthesis of 4-R-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-6- ones (R = CF 2 SAr and 4-CFHSAr) were developed. The derivatives with R = CF 2 SAr were obtained by both heterocyclization of 1-substituted 5-aminopyrazoles with ethyl 4,4-difluoro-3-oxo-4-phenylsulfanylbutanoate and replacement of the Br atom in 4-bromodifluoromethyl-6,7-dihydro-1H-pyrazolo[3,4- b]pyridin-6-ones by sodium arenethiolates. The fragment 4-CF-HSAr was introduced by replacement of the Cl atom in 4-chlorofluoromethyl-6,7-dihydro-1H- pyrazolo[3,4-b]pyridin-6-ones by sodium arenethiolates. Oxidation of 4-CF 2 SPh-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-6-ones gave the corresponding sulfoxides; their structures were confirmed by X-ray diffraction data.

KW - 1-substituted 5-aminopyrazoles

KW - arylsulfanyl(difluoro)methyl group

KW - arylsulfinyl(difluoro)-methyl group.

KW - fluorine-containing 6,7-dihydro-1H-pyrazolo[3,4-b] -pyridin-6-ones

KW - fluorine-containing ethyl acetoacetates

KW - heterocyclization

KW - microwave irradiation

KW - pyrazolo[3,4-b]pyridines

UR - http://www.scopus.com/inward/record.url?scp=83455229384&partnerID=8YFLogxK

U2 - 10.1007/s11172-011-0114-y

DO - 10.1007/s11172-011-0114-y

M3 - Article

AN - SCOPUS:83455229384

VL - 60

SP - 733

EP - 745

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 4

ER -

ID: 48338783