13051-89-3

Basic information

• Product Name: DIMETHYL PYRAZINE-2,5-DICARBOXYLATE
• Synonyms: DIMETHYL PYRAZINE-2,5-DICARBOXYLATE;PYRAZINE-2,5-DICARBOXYLIC ACID DIMETHYL ESTER;2,5-Pyrazinedicarboxylic acid, dimethyl ester
• CAS NO: 13051-89-3
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.16
• EINECS: 604-604-1
• Product Categories: pharmacetical
• Mol File: 13051-89-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 169.5-170.1 °C(Solv: methanol (67-56-1))
• Boiling Point: 311.4°Cat760mmHg
• Flash Point: 142.2°C
• Appearance: /
• Density: 1.293g/cm³
• Vapor Pressure: 0.000563mmHg at 25°C
• Refractive Index: 1.518
• PKA: -4.24±0.10(Predicted)
• CAS DataBase Reference: DIMETHYL PYRAZINE-2,5-DICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL PYRAZINE-2,5-DICARBOXYLATE(13051-89-3)
• EPA Substance Registry System: DIMETHYL PYRAZINE-2,5-DICARBOXYLATE(13051-89-3)

Safety Data

• Hazardous Substances Data: 13051-89-3(Hazardous Substances Data)

Usage

Uses

Dimethyl Pyrazine-?2,?5-?dicarboxylate is a reactant used in the synthesis of biologically actve agents. It is used in the synthesis of proteasome inhibitors for multiple myeloma, as well as for they synthesis of pyrazinyl and pyridinyl bis(oxazoline) ligands used in the preparation of (R)-Verapamil (V124990).

InChI:InChI=1/C8H8N2O4/c1-13-7(11)5-3-10-6(4-9-5)8(12)14-2/h3-4H,1-2H3

Upstream product

• 122-05-4 2,5-pyrazinedicarboxylic acid 
• 23046-95-9 2,3,5-pyrazine-tricarboxylic acid 
• 123-32-0 2,5-dimethyl-pyrazine 
• 773896-53-0 N,N-bis-(tert-butoxycarbonyl)-2,5-bis-methoxycarbonyl-1,4-dihydropyrazine 
• 23229-26-7 2-5-dibromopyrazine 
• 151-50-8 potassium cyanide 
• 67-56-1 methanol 

Downstream Products

• 193966-70-0 methyl 5-(bromomethyl)pyrazine-2-carboxylate 
• 122-05-4 2,5-pyrazinedicarboxylic acid 
• 1262803-64-4 methyl 5-(hydroxymethyl)pyrazine-2-carboxylate 
• 89601-10-5 2,5-piperazinedicarboxylic acid 
• 77666-94-5 2,5-pyrazine-dicarboxaldehyde 

Relevant articles and documents

Synthesis and reactivity of a 1,4-dihydropyrazine derivative

N,N-Bis-(tert-butoxycarbonyl)-2,5-bis-methoxycarbonyl-1,4-dihydropyrazine can be obtained in high yield by treatment of the methyl ester of N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-α,β-didehydroalanine with dimethylaminopyridine and potassium carbona

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Self-Assembly of Cyclohelicate [M3L3] Triangles Over [M4L4] Squares, Despite Near-Linear Bis-terdentate L and Octahedral M

Self-assembly of 1:1:2 MII(BF4)2 (M=Zn or Fe), pyrazine-2,5-dicarbaldehyde (1) and 2-(2-aminoethyl)pyridine gave trimetallic triangle architectures rather than the anticipated tetrametallic [2×2] squares. Options for the n

Quaternary Stereogenic Centers through Enantioselective Heck Arylation of Acyclic Olefins with Aryldiazonium Salts: Application in a Concise Synthesis of (R)-Verapamil

We describe herein a highly regio- and enantioselective Pd-catalyzed Heck arylation of unactivated trisubstituted acyclic olefins to provide all-carbon quaternary stereogenic centers. Chiral N,N ligands of the pyrimidine- and pyrazino-oxazoline class were developed for that purpose, providing the desired products in good to high yields with enantiomeric ratios up to >99:1. Both linear and branched substituents on the olefins were well-tolerated. The potential of this new method is demonstrated by the straightforward synthesis of several O-methyl lactols and lactones containing quaternary stereocenters, together with a concise enantioselective total synthesis of the calcium channel blocker verapamil.