50627-25-3

Usage

Uses

Used in Pharmaceutical Development:
2-Amino-3-cyano-5-phenylpyrazine is used as a key intermediate in the synthesis of pharmaceuticals for its unique chemical properties that can be leveraged to create new drugs with specific therapeutic effects.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Amino-3-cyano-5-phenylpyrazine is used as a building block for constructing more complex organic molecules, contributing to the development of novel compounds with various applications.
Used in Medicinal Chemistry:
2-Amino-3-cyano-5-phenylpyrazine is utilized as a starting material or a component in medicinal chemistry research, where it can be modified to explore its potential as a therapeutic agent or to enhance the properties of existing drugs.
Used in Materials Science:
In materials science, 2-Amino-3-cyano-5-phenylpyrazine may be employed in the development of new materials with specific properties, such as those with unique electronic, optical, or mechanical characteristics, due to its versatile chemical structure.

Upstream product

• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 50627-20-8 2-amino-3-cyano-5-phenylpyrazine-1-N-oxide 
• 67602-05-5 2-amino-3-bromo-5-phenylpyrazine 

Downstream Products

• 272130-24-2 methyl 3-amino-6-phenylthieno[2,3-b]pyrazine-2-carboxylate 
• 1173998-94-1 C₁₁H₁₂N₄ 
• 900508-49-8 4-chloro-2-dimethylamino-6-phenylpteridine 

Relevant academic research and scientific papers

A scaleable synthesis of fiduxosin

Fiduxosin (1) has been under development at Abbott Laboratories for the treatment of benign prostatic hyperplasia. A convergent strategy required methodologies for preparation of an enantiomerically pure 3,4-cis-disubstituted pyrrolidine and a 2,3,5-trisubstituted thienopyrazine in a regiospecific manner. A [3+2] cycloaddition of an enantiopure azomethine ylide followed by a diastereoselective crystallization was employed to prepare the benzopyranopyrrolidine in high diastereomeric and enantiomeric purity. Conditions for reduction of an O-aryl lactone susceptible to epimerization were developed, and cyclization of the alcohol/phenol to the ether was accomplished in high yield. The thienopyrazine was prepared by condensation of methyl thioglycolate and a regiospecifically prepared 2-bromo-3-cyano-5-phenylpyrazine. Conditions for effective halogen substitutive deamination to prepare regiospecific trisubstituted pyrazines will be described.

Studies on Pyrazines; Part 20. A Simple Synthesis of 5-Substituted 2-Amino-3-cyanopyrazines: Useful Intermediates for Pteridine Synthesis

A new and convenient synthesis of 5-substituted 2-amino-3-cyanopyrazines 3 involving cyanation of the corresponding 2-amino-3-bromopyrazines 2 with sodium dicyanocuprate is reported.