74420-03-4

Basic information

• Product Name: 4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide
• Synonyms: 4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide;1H-Pyrrolo[2,3-b]pyridine, 4-chloro-, 7-oxide
• CAS NO: 74420-03-4
• Molecular Formula: C₇H₅ClN₂O
• Molecular Weight: 168.5804
• Mol File: 74420-03-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide(74420-03-4)
• EPA Substance Registry System: 4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide(74420-03-4)

Safety Data

• Hazardous Substances Data: 74420-03-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide is used as a chemical building block for the synthesis of biologically active molecules. Its unique structural features allow it to serve as a precursor in the development of new therapeutic agents, contributing to the advancement of pharmaceutical science.
Used in Drug Discovery:
In the field of drug discovery, 4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide is utilized as a starting material for the creation of potential drug candidates. Its chemical properties and structural attributes make it a promising candidate for further exploration and optimization to achieve desired pharmacological effects.
Used in Medicinal Chemistry:
4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide is employed in medicinal chemistry as a compound of interest for the design and synthesis of novel therapeutic agents. Its potential biological activity, stemming from its structural components, positions it as a valuable component in the search for new medicines.
Note: Since the specific applications and industries for 4-chloro-1H-Pyrrolo[2,3-b]pyridine-7-oxide are not detailed in the provided materials, the uses listed are general and based on the compound's role in pharmaceutical research and development. Further exploration and research would be necessary to identify specific applications in various industries.

Upstream product

• 55052-28-3 4-chloro-7-azaindole 

Downstream Products

• 1171896-08-4 (6-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone 
• 171879-99-5 4-chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine 
• 1000340-64-6 6-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine 
• 881902-81-4 4-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy]-3-fluoro-phenylamine 
• 881902-82-5 3-fluoro-4-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy]-phenylamine 
• 688781-89-7 {4-[(6-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}amine 
• 688781-75-1 3-fluoro-4-((1H-pyrrolo [2,3-b]pyridin-4-yl)oxy)aniline 

Relevant articles and documents

Regioselective deoxygenative chalcogenation of 7-Azindole: N-oxides promoted by I2/PEG-200

We developed a general and sustainable approach for the regioselective deoxygenative chalcogenation of 7-Azindole N-oxides; the combination of an internal oxidant and a green solvent has been used successfully for the synthesis of mono-and dichalcogenyl 7-Azaindoles which are of pharmaceutical interest. The regioselectivity is tunable by the variation of the reaction conditions. I2/PEG was established as an efficient and reusable catalytic system for C-H chalcogenation. This developed methodology has great potential for practical utility, with a broad substrate scope, green reaction conditions, and operational simplicity.

Pyridine N-oxidation derivative as well as preparation method and application thereof

The invention relates to a pyridine N-oxidation derivative as well as a preparation method and an application thereof, in particular to a compound shown in a general formula (I), a preparation methodof the compound, pharmaceutical composition containing the compound and an application of the compound as a BRD4 inhibitor in treating related diseases such as cancer, inflammation, chronic liver diseases, diabetes, cardiovascular diseases, AIDS and the like, wherein in the general formula (I), all substituent groups are the same as definitions in the description.

Pyrrolopyrimidines and Pyrrolopyridines

Compounds of formula I in free or salt or solvate form, wherein X, T1, T3 and T4 have the meanings as indicated in the specification, are useful for treating diseases mediated by the ALK-5 and/or ALK-4 receptor. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

Synthesis of functionalized 7-azaindoles via directed ortho-metalations

Functionalization at C-5 of 4-fluoro- and 4-chloro-1-triisopropylsilyl-7- azaindole, 1 and 2, respectively, leads to a variety of new substituted 7-azaindole derivatives. We also describe two approaches to introduce functionality at C-6.

Concise and Efficient Synthesis of 4-Fluoro-1H-pyrrolo[2,3-b]pyridine

(Equation presented) Two routes describing the preparation of 4-fluoro-1H-pyrrolo[2,3-b]pyridine (4a) from 1H-pyrrolo[2,3-b]pyridine N-oxide (1) are presented. Regioselective fluorination was achieved using either the Balz-Schiemann reaction or lithium-halogen exchange.

Synthesis of 4-Amino-1H-pyrrolopyridine (1,7-Dideazaadenine) and 1H-Pyrrolopyridin-4-ol (1,7-Dideazahypoxanthine)

4-Amino-1H-pyrrolopyridine (1,7-dideazaadenine) (5) has been synthesized by the iron and acetic acid reduction of 4-nitro-1H-pyrrolopyridine 7-oxide (13), obtained by nitration of 1H-pyrrolopyridine-3-carboxamide 7-oxide (17).Other nitration reactions in the 1H-pyrrolopyridine 7-oxide series are disclosed.The preparation of 1H-pyrrolopyridin-4-ol (1,7-dideazahypoxanthine) (6) began with the hydrolysis of ethyl 1-benzyl-3-cyano-4-oxo-4,7-dihydro-1H-pyrrolopyridine-5-carboxylate (21) to the 3,5-dicarboxylic acid derivative of 1-benzyl-4-oxo-4,7-dihydro-1H-pyrrolopyridine (22).Decarboxylation of 22 with subsequent debenzylation formed 6.