2-Ethynylpyrazine

Product Number: E13985; CAS Number: 153800-11-4

E13985 Technical Data Sheet and References

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2-Ethynylpyrazine CAS: 153800-11-4 MDL: MFCD13189804

Molecular weight:    104.112     g/mol

Molecular Formula: C6H4N2

CAS Number:  53800-11-4

Storage:               Store at 2-8 Co, under dry conditions.

Synonyms:   None found

Uses:     Synthesis building block, Organic Synthesis, pyrazine nitrogen heterocycle,  synthesis, alkyne reactions, click chemistry

2-Ethynylpyrazine, is a synthetic fine chemical useful in the synthesis of pharmaceuticals and fine organic chemicals.

Selected References:

Buitrago Santanilla, A.; Regalado, E. L.; Pereira, T.; Shevlin, M.; Bateman, K.; Campeau, L.-C.; Schneeweis, J.; Berritt, S.; Shi, Z.-C.; Nantermet, P.; Liu, Y.; Helmy, R.; Welch, C. J.; Vachal, P.; Davies, I. W.; Cernak, T.; Dreher, S. D., Nanomole-scale high-throughput chemistry for the synthesis of complex molecules. Science (Washington, DC, U. S.) 2015, 347 (6217), 49-53.

 

Desai, B.; Dixon, K.; Farrant, E.; Feng, Q.; Gibson, K. R.; van Hoorn, W. P.; Mills, J.; Morgan, T.; Parry, D. M.; Ramjee, M. K.; Selway, C. N.; Tarver, G. J.; Whitlock, G.; Wright, A. G., Rapid Discovery of a Novel Series of Abl Kinase Inhibitors by Application of an Integrated Microfluidic Synthesis and Screening Platform. J. Med. Chem. 2013, 56 (7), 3033-3047.

 

Lu, W.-D.; Lin, C.-F.; Wang, C.-J.; Wang, S.-J.; Wu, M.-J., Substituent effect on anionic cycloaromatization of 2-(2-substituted ethynyl)benzonitriles and related molecules. Tetrahedron 2002, 58 (36), 7315-7319.

 

Lyle, T. A.; Tucker, T. J.; Wiscount, C. M. Preparation of 4-cyclopropyl-4-alkynylquinazolin-2-ones and related compounds as inhibitors of HIV reverse transcriptase. WO9512583A1, 1995.

 

 

Patel, L.; Chandrasekhar, J.; Evarts, J.; Haran, A. C.; Ip, C.; Kaplan, J. A.; Kim, M.; Koditek, D.; Lad, L.; Lepist, E.-I.; McGrath, M. E.; Novikov, N.; Perreault, S.; Puri, K. D.; Somoza, J. R.; Steiner, B. H.; Stevens, K. L.; Therrien, J.; Treiberg, J.; Villasenor, A. G.; Yeung, A.; Phillips, G., 2,4,6-Triaminopyrimidine as a Novel Hinge Binder in a Series of PI3Kδ Selective Inhibitors. J. Med. Chem. 2016, 59 (7), 3532-3548.

 

Schultheiss, N.; Barnes, C. L.; Bosch, E., From Molecular Design to Supramolecular Design: Synthesis and Size-Selective Coordination Chemistry of 1,2-Bis(2′-pyrazineethynyl) Benzene. Cryst. Growth Des. 2003, 3 (4), 573-580.

 

Tosh, D. K.; Finley, A.; Paoletta, S.; Moss, S. M.; Gao, Z.-G.; Gizewski, E. T.; Auchampach, J. A.; Salvemini, D.; Jacobson, K. A., In Vivo Phenotypic Screening for Treating Chronic Neuropathic Pain: Modification of C2-Arylethynyl Group of Conformationally Constrained A3 Adenosine Receptor Agonists. J. Med. Chem. 2014, 57 (23), 9901-9914.

 

\Tucker, T. J.; Lyle, T. A.; Wiscount, C. M.; Britcher, S. F.; Young, S. D.; Sanders, W. M.; Lumma, W. C.; Goldman, M. E.; O’Brien, J. A.; et, a., Synthesis of a Series of 4-(Arylethynyl)-6-chloro-4-cyclopropyl-3,4-dihydroquinazolin-2(1H)-ones as Novel Non-nucleoside HIV-1 Reverse Transcriptase Inhibitors. J. Med. Chem. 1994, 37 (15), 2437-44.

 

 

Zhao, L.; Chen, X.-D.; Mak, T. C. W., Silver(I)-Ethynide Supramolecular Synthons in the Assembly of π-π Stacked Infinite Columns. Organometallics 2008, 27 (11), 2483-2489.

 

 

Zhao, L.; Mak, T. C. W., Assembly of Silver(I) Two- and Three-Dimensional Coordination Networks with Complementary Tridentate Heteroaryl Ethynide Ligands. Inorg. Chem. 2009, 48 (14), 6480-6489.

Categories

Building Blocks

Scaffold/Subcategory

Pyrazine

CAS #

[153800-11-4]

Purity %

>95%

Smiles

C#CC1=NC=CN=C1

Molecular Weight

104.109

Molecular Formula

C6H4N2

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