Regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates <i>via</i> the cyclocondensation of ethyl 4-(dimethylamino)-3-nitro-2-oxobut-3-enoate with substituted hydrazines-Reference-Cited by-同舟云学术

Regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates via the cyclocondensation of ethyl 4-(dimethylamino)-3-nitro-2-oxobut-3-enoate with substituted hydrazines

Published:2022 Issue:48 Volume:20 Page:9746-9752
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Zhao Rulin¹^ORCID,Hong Zhenqiu¹,Wang Bei¹,Kempson James¹,Cornelius Lyndon¹,Li Jianqing²,Li Yi-Xin³,Mathur Arvind¹

Affiliation:

1. Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, PO Box 4000, Princeton, NJ 08543, USA

2. Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, 200 Cambridge Park Drive, Cambridge, MA 02140, USA

3. Small Molecule Drug Discovery, Bristol Myers Squibb Research and Early, 700 Bay Rd, Redwood City, CA 04063, USA

Abstract

A simple and expeditious method for the regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates 2 was developed with excellent regioselectivity and good yields.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB02006H

Reference25 articles.

1. Novel pyrazolo[4,3-d]pyrimidine microtubule targeting agents (MTAs): Synthesis, structure–activity relationship, in vitro and in vivo evaluation as antitumor agents

2. A hit to lead discovery of novel N-methylated imidazolo-, pyrrolo-, and pyrazolo-pyrimidines as potent and selective mTOR inhibitors

3. Practical Synthesis of 1-Substituted 5-Aminopyrazolo[4,3-d]pyrimidin-7-ones Using Intramolecular Friedel–Crafts Type Cyclization and Its Application to the Synthesis of Pharmaceutically Active Compounds

4. Pyrrolo- and pyrazolo-[3,4-e][1,2,4]triazolo[1,5-c]pyrimidines as adenosine receptor antagonists

5. Synthesis of Commercial Phosphodiesterase(V) Inhibitors

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