1033418-57-3

Usage

Uses

Used in Pharmaceutical Industry:
Benzyl 5-methylpyrazin-2-ylcarbamate is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to form carbamate linkages, which are essential in the development of new drugs.
Used in Organic Synthesis:
2-(Benzyloxycarbonylamino)-5-methylpyrazine is used as a protecting group in the synthesis of peptide and amide compounds, facilitating the formation of amide bonds and enhancing the stability of the intermediates during the synthesis process.
Used in Chemical Industry:
Both Benzyl 5-methylpyrazin-2-ylcarbamate and 2-(Benzyloxycarbonylamino)-5-methylpyrazine are used as key building blocks in the chemical industry for the creation of a variety of organic compounds, including agrochemicals, dyes, and other specialty chemicals, due to their versatile chemical structures and reactivity.

Upstream product

• 5521-55-1 2-methylpyrazin-5-carboxylic acid 
• 100-51-6 benzyl alcohol 
• 457098-83-8 5-methyl-pyrazine-2-carbonyl azide 
• 4129-17-3 diphenylphosphoranyl azide 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 

Downstream Products

• 5521-58-4 5-methylpyrazin-2-amine 

Relevant academic research and scientific papers

Use of a Curtius Rearrangement as Part of the Multikilogram Manufacture of a Pyrazine Building Block

Commercial route definition for a glucokinase activator called for a reevaluation of the synthesis and processes used to access multikilogram quantities of 2-amino-5-methylpyrazine. After consideration of different options, a variation of the Curtius rearrangement used by the medicinal chemistry route was selected for further development. The formation of an acyl azide for the Curtius rearrangement required a process safety control strategy to be put in place. The process developed was used to successfully deliver multikilogram quantities of 2-amino-5-methylpyrazine in an overall yield of 68%, starting from 5-methylpyrazine-2-carboxylic acid.

CRYSTALLINE POLYMORPHIC FORM 631

A new polymorphic form of 3-{[5-(azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}-N-(5-methylpyrazin-2-yl)benzamide, processes for making it and its use as an activator of glucokinase are described.

CHEMICAL PROCESS 632

A process for preparing pharmaceutically active compounds of formula (I) or a salt thereof wherein R1, n, m, R3, R6, X1, X2, X3 and X4 are as defined in the specification, is described. Novel intermediates are also described and claimed.

A modular flow reactor for performing Curtius rearrangements as a continuous flow process

The use of a mesofluidic flow reactor is described for performing Curtius rearrangement reactions of carboxylic acids in the presence of diphenylphosphoryl azide and trapping of the intermediate isocyanates with various nucleophiles. The Royal Society of Chemistry 2008.