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2-iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine
$300.00
CAS No.: 1227270-15-6
Catalog No.: 195747
Purity: 95%
MF: C8H7IN2
MW: 258.062
Storage: 2-8 degree Celsius
SMILES: IC1=CC=2C(=NC=C(C2)C)N1
Catalog No.: 195747
Purity: 95%
MF: C8H7IN2
MW: 258.062
Storage: 2-8 degree Celsius
SMILES: IC1=CC=2C(=NC=C(C2)C)N1
2-iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine; CAS No.: 1227270-15-6; 2-iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine. PROPERTIES: 2-Iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine has molecular formula C8H6IN2, giving it a molecular weight of 287.05 g/mol. It appears as a white crystalline solid with a melting point between 155-158 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to light-induced decomposition. Recommended storage involves keeping it in amber glass bottles at 2-8 C. Safety data indicates it may cause skin irritation and has a flash point of approximately 75 C. The compound has a logP value of approximately 1.9 and exhibits limited aqueous solubility. APPLICATIONS: This 2-iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine is extensively used in modern pharmaceutical synthesis as a cross-coupling partner. The iodo substituent enables efficient Suzuki-Miyaura and Buchwald-Hartwig amination reactions to form complex polyaryl architectures common in kinase inhibitors. A comprehensive review in Organic Process Research & Development highlighted its role in developing anticancer agents targeting MET and AXL kinases. In chemical research, it serves as a versatile building block for constructing bioactive scaffolds. The methyl group provides steric effects beneficial for optimizing binding to kinase active sites. Additionally, the compound is utilized in the preparation of pyrrolopyridine-containing radiotracers. Research in Bioconjugate Chemistry demonstrated its utility in creating iodine-123 labeled imaging agents for visualizing neuroreceptor densities in psychiatric disorders. The methyl substituent offers a site for installing fluorescence tags for dual-modal imaging applications.
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