55899-30-4

Basic information

• Product Name: Ethyl 6-broMopyrazolo[1,5-a]pyridine-3-carboxylate
• Synonyms: Ethyl 6-broMopyrazolo[1,5-a]pyridine-3-carboxylate
• CAS NO: 55899-30-4
• Molecular Formula: C10H9BrN2O2
• Molecular Weight: 269.09466
• Mol File: 55899-30-4.mol

Chemical Properties

• Melting Point: 119-120 °C(Solv: ligroine (8032-32-4))
• Appearance: /
• Density: 1.60±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -0.46±0.30(Predicted)
• CAS DataBase Reference: Ethyl 6-broMopyrazolo[1,5-a]pyridine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 6-broMopyrazolo[1,5-a]pyridine-3-carboxylate(55899-30-4)
• EPA Substance Registry System: Ethyl 6-broMopyrazolo[1,5-a]pyridine-3-carboxylate(55899-30-4)

Safety Data

• Hazardous Substances Data: 55899-30-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 6-bromopyrazolo[1,5-a]pyridine-3-carboxylate is used as a building block for the synthesis of pharmaceutical compounds. Its unique reactivity and structural features make it a valuable component in the development of novel drugs for the treatment of various diseases, including cancer, Alzheimer's disease, and inflammation.
Used in Agrochemical Industry:
Ethyl 6-bromopyrazolo[1,5-a]pyridine-3-carboxylate is also used as a building block in the synthesis of agrochemicals. Its reactivity and structural properties contribute to the development of new agrochemicals with improved efficacy and selectivity, enhancing crop protection and yield.
Used in Organic Synthesis:
As a widely used reagent in organic synthesis, ethyl 6-bromopyrazolo[1,5-a]pyridine-3-carboxylate is employed for the synthesis of various organic compounds. Its ethyl ester form facilitates easier handling and manipulation in laboratory settings, making it a preferred choice for researchers and chemists working on the development of new organic compounds and materials.

Upstream product

• 626-55-1 3-Bromopyridine 
• 623-47-2 propynoic acid ethyl ester 
• 1060814-88-1 ethyl 2-(5-bromopyridin-2-yl)acetate 
• 55899-13-3 1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate 
• 36474-98-3 1-amino-3-bromopyridinium iodide 

Downstream Products

• 1207557-16-1 ethyl 6-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carboxylate 
• 1356145-14-6 N'-((6-bromopyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide 
• 1264193-11-4 6- bromopyrazolo[1,5-a]pyridine 

Relevant articles and documents

SUBSTITUTED FUSED AROMATIC RING DERIVATIVE, COMPOSITION AND USE THEREOF

Provided are a substituted fused aromatic ring derivative, a composition containing the compound, and a use thereof. The substituted fused aromatic ring derivative is a compound represented by formula (I) or a tautomer, stereoisomer, prodrug, crystal form, pharmaceutically acceptable salt, hydrate or solvate thereof. The compound and the composition can be used to treat various protein tyrosine kinase-mediated diseases or disorders.

Divergent and Regioselective Synthesis of Pyrazolo[1,5- a]pyridines and Imidazo[1,5- a]pyridines

Nitrogenous heterocycles are ubiquitous in pharmaceuticals and drug-like compounds; however, regioselective synthesis has proved challenging. Herein we report our efforts to develop a regioselective method for the synthesis of pyrazolo[1,5-a]pyridines and the serendipitous discovery of a protocol for the regioselective formation of imidazo[1,5-a]pyridines. Together, these transformations allow for the rapid and selective formation of two important heterocyclic motifs from a common intermediate.

In Situ Preparation and Consumption of O -Mesitylsulfonylhydroxylamine (MSH) in Continuous Flow for the Amination of Pyridines

The paper demonstrates a safe method in which highly unstable O -mesitylsulfonylhydroxylamine (MSH) can be prepared and consumed in continuous flow. MSH was prepared in situ and used for the flow amination of a range of pyridines, which were subsequently transformed into useful pyrazolopyridine building blocks.

Discovery of pyrazolo[1,5-a]pyridines as p110α-selective PI3 kinase inhibitors

We have made a novel series of pyrazolo[1,5-a]pyridines as PI3 kinase inhibitors, and demonstrated their selectivity for the p110α isoform over the other Class Ia PI3 kinases. We investigated the SAR around the pyrazolo[1,5-a]pyridine ring system, and found compound 5x to be a particularly potent example (p110α IC50 0.9 nM). This compound inhibits cell proliferation and phosphorylation of Akt/PKB, a downstream marker of PI3 kinase activity, and showed in vivo activity in an HCT-116 human xenograft model.

BICYCLIC HETEROARYLS AS KINASE INHIBITORS

The invention is directed to heteroaryl compounds useful as inhibitors of various kinase enzymes. In various embodiments, the invention provides a heteroaryl compound having inhibitory bioactivity with respect to a Rho kinase, an AKT kinase, a p70S6K kinase, a LIM kinase, an IKK kinase, a Flt kinase, an Aurora kinase, or a Src kinase, or any combination thereof. Compounds of the invention include bicyclic heteroaryl compounds of formula (I), which can contain a bridging nitrogen atom at a ring junction. The invention further provides methods of synthesis of compounds of the invention, pharmaceutical compositions, pharmaceutical combinations, and methods of treatment of malconditions using compounds of the invention.

PYRAZOLO[1,5-A]PYRIDINES AS MARK INHIBITORS

The invention encompasses pyrazolo[1,5-a]pyridine derivatives which selectively inhibit microtubule affinity regulating kinase (MARK) and are therefore useful for the treatment or prevention of Alzheimer's disease. Pharmaceutical compositions and methods of use are also included.