Production Method 1

935466-70-9

Reaction Conditions

Reference

Preparation of triazoles and related heterocyclic compounds, compositions thereof, and methods of treatment therewith

, World Intellectual Property Organization, , ,

Production Method 2

535-80-8

74420-03-4

935466-70-9

Reaction Conditions

1.1 Reagents: Dimethyl sulfate Solvents: Butyl acetate ;  overnight, 75 - 80 °C
1.2 Reagents: Ammonium chloride Solvents: Water ;  overnight, 50 °C

Reference

The first practical and efficient one-pot synthesis of 6-substituted 7-azaindoles via a Reissert-Henze reaction

Storz, Thomas; Bartberger, Michael D.; Sukits, Steven; Wilde, Chris; Soukup, Troy, Synthesis, 2008, (2), 201-214

Production Method 3

535-80-8

74420-03-4

935466-70-9

Reaction Conditions

1.1 Catalysts: Zinc ,  1,1-Bis(diphenylphosphino)ferrocene ,  Tris(dibenzylideneacetone)dipalladium Solvents: Dimethylacetamide ;  4 h, rt → 150 °C; 150 °C → rt

Reference

Aminopyridinecarboxamide compounds and their preparation, pharmaceutical compositions and use in the treatment of angiogenesis mediated diseases

, World Intellectual Property Organization, , ,

Production Method 4

935466-70-9

Reaction Conditions

Reference

Preparation of heterocyclic compounds, compositions thereof, and methods of treatment therewith

, World Intellectual Property Organization, , ,

Production Method 5

935466-70-9

Reaction Conditions

Reference

Preparation of pyrrolopyridines and thienopyridines as positive allosteric modulators of the muscarinic acetylcholine receptor M1 for the treatment of disorders

, World Intellectual Property Organization, , ,

4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile Raw materials

• 3-Chlorobenzoic acid
• 4-Chloro-1H-pyrrolo2,3-Bpyridine 7-oxide

4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile Preparation Products

• 4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile (935466-70-9)

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  Ji-Ping Wei Nanoscale, 2015,7, 11815-11832
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  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
• 4. Fate of Sb(v) and Sb(iii) species along a gradient of pH and oxygen concentration in the Carnoulès mine waters (Southern France)
  Eléonore Resongles,Corinne Casiot,Fran?oise Elbaz-Poulichet,Rémi Freydier,Odile Bruneel,Christine Piot,Sophie Delpoux,Aurélie Volant,Angélique Desoeuvre Environ. Sci.: Processes Impacts, 2013,15, 1536-1544
• 5. Excellent lithium ion storage property of porous MnCo2O4 nanorods?
  Peiyuan Zeng,Xiaoxiao Wang,Ming Ye,Qiuyang Ma,Jianwen Li,Wanwan Wang,Baoyou Geng,Zhen Fang RSC Adv., 2016,6, 23074-23084

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines Pyrrolopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines

Comprehensive Overview of 4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile (CAS No. 935466-70-9)

4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile (CAS No. 935466-70-9) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. This compound belongs to the pyrrolopyridine family, a class of nitrogen-containing heterocycles known for their diverse biological activities. The presence of both chloro and carbonitrile functional groups enhances its reactivity, making it a valuable intermediate in synthetic chemistry.

In recent years, the demand for 4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile has surged, particularly in the development of novel kinase inhibitors and anticancer agents. Researchers are exploring its potential in targeting specific enzymes involved in cell signaling pathways, a hot topic in precision medicine. The compound's CAS No. 935466-70-9 is frequently searched in academic databases, reflecting its growing relevance in drug discovery.

One of the key advantages of 4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile is its versatility in structure-activity relationship (SAR) studies. Its scaffold can be modified to optimize pharmacokinetic properties, such as solubility and bioavailability. This aligns with the current trend in medicinal chemistry, where researchers prioritize drug-like molecules with improved efficacy and safety profiles.

The synthesis of 4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile typically involves multi-step reactions, including cyclization and halogenation processes. Advanced techniques like microwave-assisted synthesis and flow chemistry are being employed to enhance yield and reduce reaction times, addressing the industry's focus on sustainable and efficient methodologies.

From an analytical perspective, CAS No. 935466-70-9 is characterized using techniques such as NMR spectroscopy, mass spectrometry, and HPLC. These methods ensure high purity and confirm the compound's structural integrity, critical for its application in high-value research. The compound's stability under various conditions is also a subject of ongoing studies, particularly for storage and transportation considerations.

In agrochemical applications, 4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile is investigated for its potential as a pesticide intermediate. Its mode of action may involve disrupting metabolic pathways in pests, offering an alternative to traditional agrochemicals. This aligns with the global push toward environmentally friendly and target-specific pest control solutions.

The compound's patent landscape is another area of interest, with several filings highlighting its utility in pharmaceutical formulations and agricultural compositions. Intellectual property trends indicate a competitive market, with companies investing in proprietary synthetic routes and derivative compounds.

For researchers sourcing 4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile, quality control is paramount. Reputable suppliers provide certificates of analysis (CoA) and adhere to Good Manufacturing Practices (GMP) to meet regulatory standards. This is especially relevant given the increasing scrutiny of chemical purity in preclinical and clinical studies.

Future directions for CAS No. 935466-70-9 include exploring its role in combination therapies and nanotechnology-based drug delivery systems. These innovations could unlock new therapeutic avenues, addressing unmet medical needs in oncology and other disease areas.

In summary, 4-chloro-1H-Pyrrolo[2,3-b]pyridine-6-carbonitrile (CAS No. 935466-70-9) is a promising compound with broad applications in life sciences. Its structural features, synthetic accessibility, and biological potential make it a focal point for interdisciplinary research, bridging chemistry, biology, and medicine.

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