273-94-9

Basic information

• Product Name: 1H-IMIDAZO[4,5-B]PYRAZINE
• Synonyms: 1H-IMIDAZO[4,5-B]PYRAZINE;1H-imidazo[4,5-d]pyrazine
• CAS NO: 273-94-9
• Molecular Formula: C₅H₄N₄
• Molecular Weight: 120.11206
• Mol File: 273-94-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 213.1°Cat760mmHg
• Flash Point: 74.2°C
• Appearance: /
• Density: 1.61g/cm³
• Vapor Pressure: 0.243mmHg at 25°C
• Refractive Index: 1.828
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 5.78±0.20(Predicted)
• CAS DataBase Reference: 1H-IMIDAZO[4,5-B]PYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-IMIDAZO[4,5-B]PYRAZINE(273-94-9)
• EPA Substance Registry System: 1H-IMIDAZO[4,5-B]PYRAZINE(273-94-9)

Safety Data

• Hazardous Substances Data: 273-94-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 242, 1956 DOI: 10.1021/ja01582a066

InChI:InChI=1/C5H4N4/c1-2-7-5-4(6-1)8-3-9-5/h1-2H,3H2

Upstream product

• 98-80-6 phenylboronic acid 
• 16328-63-5 1H-imidazo<4,5-b>pyrazin-2(3H)-one 

Downstream Products

• 359792-99-7 2-azido-1-benzyloxymethylimidazo[4,5-b]pyrazine 
• 359793-00-3 2-amino-1-benzyloxymethylimidazo[4,5-b]pyrazine 
• 361382-81-2 2-amino-1H-imidazo[4,5-b]pyrazine 
• 359792-91-9 1-methoxymethylimidazo[4,5-b]pyrazine 
• 359792-98-6 1-benzyloxymethylimidazo[4,5-b]pyrazine 

Relevant articles and documents

A facile access for the synthesis of some C-2 substituted imidazopyrazines by utilizing the palladium catalyzed Suzuki cross-coupling reaction under microwave irradiation

A rapid, efficient, and facile synthesis of an assortment of C-2 substituted imidazopyrazines has been achieved by utilizing the palladium catalyzed Suzuki cross-coupling of 2-bromo-1H-imidazo[4,5-b]pyrazine with various boronic acids under microwave irradiation. The utilization of (A-taphos)2PdCl2 as a catalyst in combination with CsF as base and DME-H2O (4:1) as the solvent system at 100°C procured the diaryls in acceptable to excellent yields. Prominent features of this developed methodology include short reaction times, fewer side products, and exceptional tolerance to a wide variety of functional groups.