volume 20 issue 5 pages 256-260

A Parallel Approach to 7-(Hetero)arylpyrazolo[1,5-a]pyrimidin-5-ones

Nootaree Niljianskul 1
Neal W. Sach 2
JOHN L. TRUJILLO 1
1
 
Pfizer Worldwide Research and Development, Eastern Point Road, Groton, Connecticut 06340, United States
2
 
Department of Chemistry, La Jolla Laboratories, Pfizer Inc., 10770 Science Center Drive, San Diego, California 92121, United States
Publication typeJournal Article
Publication date2018-04-04
SJR
CiteScore
Impact factor
ISSN21568952, 21568944
General Chemistry
General Medicine
Abstract
A modular, two-pot assembly of 7-arylpyrazolo[1,5- a]pyrimidones from aryl/heteroaryl halides and aminopyrazoles in library format was developed. Sonogashira coupling of aryl bromides with triethyl orthopropiolate, followed by in situ orthoester hydrolysis, provides access to β-aryl ynoates, which undergo regioselective cyclocondensation with aminopyrazoles. The ability to vary the C7 vector of 7-arylpyrazolo[1,5- a]pyrimidones in two steps using readily available (hetero)aryl halides significantly enhances synthetic access to this challenging vector.
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Schmitt D. et al. A Parallel Approach to 7-(Hetero)arylpyrazolo[1,5-a]pyrimidin-5-ones // ACS Combinatorial Science. 2018. Vol. 20. No. 5. pp. 256-260.
GOST all authors (up to 50) Copy
Schmitt D., Niljianskul N., Sach N. W., TRUJILLO J. L. A Parallel Approach to 7-(Hetero)arylpyrazolo[1,5-a]pyrimidin-5-ones // ACS Combinatorial Science. 2018. Vol. 20. No. 5. pp. 256-260.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acscombsci.8b00032
UR - https://doi.org/10.1021/acscombsci.8b00032
TI - A Parallel Approach to 7-(Hetero)arylpyrazolo[1,5-a]pyrimidin-5-ones
T2 - ACS Combinatorial Science
AU - Schmitt, Daniel
AU - Niljianskul, Nootaree
AU - Sach, Neal W.
AU - TRUJILLO, JOHN L.
PY - 2018
DA - 2018/04/04
PB - American Chemical Society (ACS)
SP - 256-260
IS - 5
VL - 20
PMID - 29618198
SN - 2156-8952
SN - 2156-8944
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2018_Schmitt,
author = {Daniel Schmitt and Nootaree Niljianskul and Neal W. Sach and JOHN L. TRUJILLO},
title = {A Parallel Approach to 7-(Hetero)arylpyrazolo[1,5-a]pyrimidin-5-ones},
journal = {ACS Combinatorial Science},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acscombsci.8b00032},
number = {5},
pages = {256--260},
doi = {10.1021/acscombsci.8b00032}
}
MLA
Cite this
MLA Copy
Schmitt, Daniel, et al. “A Parallel Approach to 7-(Hetero)arylpyrazolo[1,5-a]pyrimidin-5-ones.” ACS Combinatorial Science, vol. 20, no. 5, Apr. 2018, pp. 256-260. https://doi.org/10.1021/acscombsci.8b00032.