Production Method 1

866546-07-8

954112-61-9

Reaction Conditions

1.1 Reagents: Acetic acid ;  rt; 8 h, reflux; reflux → rt
1.2 Reagents: Water ;  rt

Reference

Discovery of novel furanone derivatives as potent Cdc7 kinase inhibitors

Irie, Takayuki ; Asami, Tokiko; Sawa, Ayako; Uno, Yuko; Hanada, Mitsuharu; et al, European Journal of Medicinal Chemistry, 2017, 130, 406-418

Production Method 2

866546-07-8

954112-61-9

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  0 - 5 °C; 6 h, 60 °C; 60 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  pH 12, cooled

Reference

Design, Synthesis, and Pharmacological Evaluation of Piperidin-4-yl amino aryl sulfonamides: Novel, Potent, Selective, Orally Active, and Brain Penetrant 5-HT6 Receptor Antagonists

Nirogi, Ramakrishna; Shinde, Anil; Daulatabad, Anand; Kambhampati, Ramasastri; Gudla, Parandhama; et al, Journal of Medicinal Chemistry, 2012, 55(21), 9255-9269

Production Method 3

866546-07-8

954112-61-9

Reaction Conditions

1.1 Solvents: Acetic acid ;  6 h, reflux; reflux → rt
1.2 Solvents: Water ;  overnight, rt

Reference

Synthesis and antidiabetic activity of 2,5-disubstituted-3-imidazol-2-yl-pyrrolo[2,3-b]pyridines and thieno[2,3-b]pyridines

Bahekar, Rajesh H.; Jain, Mukul R.; Jadav, Pradip A.; Prajapati, Vijay M.; Patel, Dipam N.; et al, Bioorganic & Medicinal Chemistry, 2007, 15(21), 6782-6795

5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde Raw materials

• 5-Chloro-7-azaindole

5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde Preparation Products

• 5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (954112-61-9)

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

Comprehensive Overview of 5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (CAS No. 954112-61-9)

5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (CAS No. 954112-61-9) 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 a chloro substituent and an aldehyde functional group in its molecular framework makes it a versatile intermediate for synthesizing more complex molecules.

In recent years, the demand for 5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde has surged, driven by its potential applications in drug discovery and material science. Researchers are particularly interested in its role as a building block for kinase inhibitors, which are pivotal in treating various diseases, including cancer and inflammatory disorders. The compound's CAS No. 954112-61-9 is frequently searched in scientific databases, reflecting its growing importance in medicinal chemistry.

The synthesis of 5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde involves multi-step organic reactions, often starting from readily available pyridine derivatives. Modern synthetic routes emphasize efficiency and sustainability, aligning with the global push for green chemistry. This compound's aldehyde group offers a reactive site for further functionalization, enabling the creation of derivatives with tailored properties for specific applications.

One of the most discussed topics in the context of pyrrolopyridine derivatives is their structure-activity relationship (SAR). Scientists are actively exploring how modifications to the 5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde scaffold can enhance its bioactivity or alter its physicochemical properties. Such studies are crucial for optimizing drug candidates and reducing off-target effects, a key concern in modern pharmacology.

Beyond pharmaceuticals, 5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde is also investigated for its potential in organic electronics. Its conjugated system and electron-rich nature make it a candidate for developing light-emitting diodes (LEDs) and organic photovoltaics. This dual applicability in life sciences and materials science underscores its interdisciplinary significance.

Quality control and analytical characterization of CAS No. 954112-61-9 are critical for ensuring its suitability in high-value applications. Techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR), and mass spectrometry (MS) are routinely employed to verify its purity and structural integrity. These methods are essential for meeting regulatory standards in industries where precision is paramount.

As the scientific community continues to explore the potential of 5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde, its role in advancing precision medicine and sustainable technologies is becoming increasingly evident. With ongoing research and development, this compound is poised to contribute significantly to innovations that address some of the most pressing challenges in health and energy.

• 954112-62-0(1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXALDEHYDE, 5-CHLORO-2-METHYL-)
• 1000340-37-3(4-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid)
• 4649-09-6(3-Formyl-7-azaindole)
• 958230-19-8(4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde)
• 1011711-52-6(3-Acetyl-4-chloro-7-azaindole)
• 4894-32-0(6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde)
• 918515-16-9(4-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde)
• 866541-71-1(Benzoic acid, 4-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-)
• 1000340-13-5(5-Chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde)
• 383875-59-0(6-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde)