17288-32-3

Usage

Uses

Used in Organic Synthesis:
1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester is used as a key intermediate in organic synthesis for its ability to contribute to the formation of complex molecular structures. Its reactivity and functional groups make it suitable for creating a range of chemical products.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester is utilized as a starting material or building block in the development of new drugs. Its potential biological activity is under investigation for therapeutic applications, which may lead to the creation of novel medications.
Used in Drug Discovery and Development:
1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester is employed as a component in drug discovery processes, where its unique properties are leveraged to identify and optimize potential drug candidates. Its role in this process is crucial for advancing the development of new therapeutic agents.
While the provided materials do not specify particular applications or industries for 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester beyond its use in organic synthesis and pharmaceutical research, the compound's versatility suggests it may find use across various sectors where chemical synthesis and drug development are pertinent.

InChI:InChI=1/C10H10N2O2/c1-2-14-10(13)9-6-8-7(12-9)4-3-5-11-8/h3-6,12H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 17288-35-6 1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid 
• 617-35-6 2-oxo-propionic acid ethyl ester 
• 6298-19-7 2-chloro-3-aminopyridine 
• 64362-41-0 diethyl 2-(3-nitropyridin-2-yl)malonate 
• 5470-18-8 2-Chloro-3-nitropyridine 
• 18699-87-1 2-methyl-3-nitropyridine 
• 23596-34-1 2-hydroxy-3-(3-nitropyridin-2-yl)acrylic acid ethyl ester 
• 17288-30-1 3-(3-nitro-pyridin-2-yl)-2-oxo-propionic acid ethyl ester 
• 677302-64-6 ethyl (2Z)-2-hydroxy-3-(3-nitropyridin-2-yl)acrylate 
• 2999-46-4 Ethyl isocyanoacetate 
• 405174-97-2 3-bromopicolinaldehyde 
• 206181-90-0 3-chloropyridine-2-carboxaldehyde 

Downstream Products

• 677302-66-8 ethyl 1-benzyl-1H-pyrrolo[3, 2-b]pyridine-2-carboxylate 
• 394223-19-9 methyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate 
• 853685-35-5 1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 
• 17288-35-6 1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid 
• 853685-37-7 3-phenylsulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 
• 853685-38-8 3-(3-fluorophenyl)sulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 
• 889658-86-0 ethyl 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate 
• 1237742-36-7 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxamide 
• 890434-90-9 3-(4-aminophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxamide 

Relevant academic research and scientific papers

Rapid and efficient microwave-assisted synthesis of 4-, 5-, 6- and 7-azaindoles

Under microwave irradiation conditions, the imines/enamines formed between aminopyridines and ketones are converted in moderate to good yields to the corresponding 4-, 5-, 6- or 7-azaindoles via the Hegedus-Mori-Heck reaction (intramolecular Heck reaction

COMPOUNS, COMPOSITIONS AND METHODS OF USE

Herein, compounds, compositions and methods for modulating inclusion formation and stress granules in cells related to the onset of neurodegenerative diseases, musculoskeletal diseases, cancer, ophthalmological diseases, and viral infections are described.

COMPOUNDS, COMPOSITIONS AND METHODS OF USE

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Asymmetric Hydrogenation of Azaindoles: Chemo- and Enantioselective Reduction of Fused Aromatic Ring Systems Consisting of Two Heteroarenes

High enantioselectivity was achieved for the hydrogenation of azaindoles by using the chiral catalyst, which was prepared from [Ru(η3-methallyl)2(cod)] and a trans-chelating bis(phosphine) ligand (PhTRAP). The dearomative reaction exclusively occurred on the five-membered ring, thus giving the corresponding azaindolines with up to 97:3 enantiomer ratio.

Detailed structure-activity relationship of indolecarboxamides as H 4 receptor ligands

A series of 76 derivatives of the indolecarboxamide 1 were synthesized, which allows a detailed SAR investigation of this well known scaffold. The data enable the definition of a predictive QSAR model which identifies several compounds with an activity comparable to 1. A selection of these new H 4R antagonists was synthesized and a comparison of predicted and measured values demonstrates the robustness of the model (47-55). In addition to the H4-receptor activity general CMC and DMPK properties were investigated. Some of the new analogs are not only excellently soluble, but display a significantly increased half-life in mouse liver microsomes as well. These properties qualify these compounds as a possible new standard for future in vivo studies (e.g 51, 52 and 55). Moreover, the current studies also provide valuable information on the potential receptor ligand interactions between the indolcarboxamides and the H4R protein.

Discovery and bioactivity of 4-(2-arylpyrido[3′,2′:3,4] pyrrolo[1,2-f][1,2,4]triazin-4-yl) morpholine derivatives as novel PI3K inhibitors

PI3K is a promising therapeutic target for cancer. With PI-103 as the lead compound, we designed and synthesized 4-(2-arylpyrido[3′,2′:3,4] pyrrolo[1,2-f][1,2,4]triazin-4-yl)morpholine derivatives. 9, 10a, 10d, 10e had the IC50 against PI3Kα comparable with PI-103. All of the compounds showed selectivity over 15 tested protein kinases and anti-proliferative activity at micromolar concentration against several cancer cell lines.

Microwave-assisted synthesis of indole-2-carboxylic acid esters in ionic liquid

An improved procedure for the synthesis of indole-2-carboxylic acid esters in excellent yields has been achieved by the condensation of 2-halo aryl aldehydes or ketones and ethyl isocyanoacetate using ionic liquid under controlled microwave irradiation (100 W) at 50 °C. This method offers a number of advantages in terms of methodology, high-product yield, short period of conversion, mild reaction conditions and easy workup.

Chemical development of the casein kinase i - Epsilon inhibitor: 3-(3-fluorophenyl)sulfanyl-1 H -pyrrolo[3,2- b pyridine-2-carboxylic acid amide

The development of a scalable process for 3-arylsulfanyl-1H-pyrrolo[3,2- bpyridine-2-carboxylic acid amides (1), potent casein kinase I inhibitors, is described. The rapid identification of suitable reaction conditions expedited the lab scale synthesis of drug substances for early toxicological evaluations. Further improvements were made to achieve a safe and cost-effective process to meet increasing demands for drug substances to support clinical studies. This paper describes the synthesis at multikilogram scale.

Substituted Indoles, Compositions Containing Them, Method for the Production Thereof and Their Use

Compounds of formula (I): wherein R1, R5, R6, R7, Ar, L, A, and Q are as defined in the description, and to salts thereof, to compositions containing them, to the process for preparing them, and to their use as medicinal products, in particular as antican

Substituted 1H-pyrrolo[3,2-b, 3,2-c, and 2,3-c]pyridine-2-carboxamides and related analogs as inhibitors of casein kinase lepsilon

The present invention discloses and claims compounds of formula (I) as inhibitors of human casein kinase IF, and methods of using said compounds of formula (I) for treating central nervous system diseases and disorders including mood disorders and sleep disorders. Pharmaceutical compositions comprising compounds of formula (I) and methods for the preparation of compounds of formula (I) are also disclosed and claimed.