2-Bromo-5-fluoro-4-hydroxypyridine

2-Bromo-5-fluoro-4-hydroxypyridine 2-Bromo-5-fluoropyridin-4-ol CAS: 1196152-88-1 MDL: MFCD13189884

Molecular weight:    199.19     g/mol

Molecular Formula: C₅H₃BrFNO

CAS Number:  1196152-88-1

Storage:               Store at 2-8 C^o, under dry conditions.

Synonyms:   2-Bromo-5-fluoropyridin-4-ol, 1196152-88-1, 2-Bromo-5-fluoro-4-hydroxypyridine, 2-bromo-5-fluoro-1H-pyridin-4-one, SCHEMBL16033299

Uses:     Synthesis building block, Organic Synthesis, pyridine nitrogen heterocycle,  synthesis, bromine reactions

2-Bromo-5-fluoro-4-hydroxypyridine, is a synthetic fine chemical useful in the synthesis of pharmaceuticals and fine organic chemicals.

Selected References:

Aryl Bromide Coupling Reactions Selected References:

Ackerman, Laura K. G., Matthew M. Lovell, and Daniel J. Weix.   Multimetallic Catalysed Cross-Coupling of Aryl Bromides with Aryl Triflates.   Nature (London, United Kingdom) 524,  (2015): 454–57. https://doi.org/10.1038/nature14676.

 

Atwater, Bruce, Nalin Chandrasoma, David Mitchell, Michael J. Rodriguez, Matthew Pompeo, Robert D. J. Froese, and Michael G. Organ.   The Selective Cross-Coupling of Secondary Alkyl Zinc Reagents to Five-Membered-Ring Heterocycles Using Pd-PEPPSI-IHeptCl.   Angewandte Chemie, International Edition 54,  (2015): 9502–6. https://doi.org/10.1002/anie.201503941.

 

Burda, Edyta, Werner Hummel, and Harald. Groeger.   Modular Chemoenzymatic One-Pot Syntheses in Aqueous Media: Combination of a Palladium-Catalyzed Cross-Coupling with an Asymmetric Biotransformation.   Angewandte Chemie, International Edition 47,  (2008): 9551–54. https://doi.org/10.1002/anie.200801341.

 

Clayden, Jonathan, and Ulrich. Hennecke.   α-Pyridylation of Chiral Amines via Urea Coupling, Lithiation and Rearrangement.   Organic Letters 10,  (2008): 3567–70. https://doi.org/10.1021/ol801332n.

 

Esumi, Tomoyuki, Gouki Makado, Haifeng Zhai, Yasuhiro Shimizu, Yasuhide Mitsumoto, and Yoshiyasu. Fukuyama.   Efficient Synthesis and Structure-Activity Relationship of Honokiol, a Neurotrophic Biphenyl-Type Neolignan.   Bioorganic & Medicinal Chemistry Letters 14,  (2004): 2621–25. https://doi.org/10.1016/j.bmcl.2004.02.067.

 

Fernandez-Rodriguez, Manuel A., and John F. Hartwig.   A General, Efficient, and Functional-Group-Tolerant Catalyst System for the Palladium-Catalyzed Thioetherification of Aryl Bromides and Iodides.   Journal of Organic Chemistry 74,  (2009): 1663–72. https://doi.org/10.1021/jo802594d.

 

Goossen, Lukas J., Guojun Deng, and Laura M. Levy.   Synthesis of Biaryls via Catalytic Decarboxylative Coupling.   Science (Washington, DC, United States) 313,  (2006): 662–64. https://doi.org/10.1126/science.1128684.

 

Koch, Karl Heinz, and Klaus. Muellen.   Polyarylenes and Poly(Arylenevinylene)s.  V.  Synthesis of Tetraalkyl-Substituted Oligo(1,4-Naphthylene)s and Cyclization to Soluble Oligo(Peri-Naphthylene)s.   Chemische Berichte 124,  (1991): 2091–2100. https://doi.org/10.1002/cber.19911240935.

Liang, Lan-Chang, Pin-Shu Chien, and Mei-Hui. Huang.   Catalytic Suzuki Coupling Reactions by Amido Phosphine Complexes of Palladium.   Organometallics 24,  (2005): 353–57. https://doi.org/10.1021/om0492395.

 

Liu, Qing-Xiang, Wei Zhang, Xiao-Jun Zhao, Zhi-Xiang Zhao, Meng-Chao Shi, and Xiu-Guang. Wang.   NHC PdII Complex Bearing 1,6-Hexylene Linker: Synthesis and Catalytic Activity in the Suzuki-Miyaura and Heck-Mizoroki Reactions.   European Journal of Organic Chemistry 2013,  (2013): 1253–61. https://doi.org/10.1002/ejoc.201200954.

 

Marziale, Alexander N., Stefan H. Faul, Thomas Reiner, Sven Schneider, and Jorg. Eppinger.   Facile Palladium-Catalyzed Suzuki-Miyaura Coupling in Air and Water at Ambient Temperature.   Green Chemistry 12,  (2010): 35–38. https://doi.org/10.1039/B915436A.

 

Matsuda, Takanori, Masanori Shigeno, and Masahiro. Murakami.   Palladium-Catalyzed Sequential Carbon-Carbon Bond Cleavage/Formation Producing Arylated Benzolactones.   Organic Letters 10,  (2008): 5219–21. https://doi.org/10.1021/ol802218a.

 

Molander, Gary A., and Maria. Ribagorda.   Expanding Organoboron Chemistry: Epoxidation of Potassium Organotrifluoroborates.   Journal of the American Chemical Society 125,  (2003): 11148–49. https://doi.org/10.1021/ja0351140.

Pabst, Gunther R., Oliver C. Pfuller, and Jurgen. Sauer.   The New and Simple ‘LEGO’ System: Synthesis and Reactions of Ruthenium(II) Complexes.   Tetrahedron 55,  (1999): 8045–64. https://doi.org/10.1016/S0040-4020(99)00422-6.

 

Patil, Siddappa A., Chia-Ming Weng, Po-Cheng Huang, and Fung-E. Hong.   Convenient and Efficient Suzuki-Miyaura Cross-Coupling Reactions Catalyzed by Palladium Complexes Containing N,N,O-Tridentate Ligands.   Tetrahedron 65,  (2009): 2889–97. https://doi.org/10.1016/j.tet.2009.02.017.

 

Uno, Brice E., Eric P. Gillis, and Martin D. Burke.   Vinyl MIDA Boronate: A Readily Accessible and Highly Versatile Building Block for Small Molecule Synthesis.   Tetrahedron 65,  (2009): 3130–38. https://doi.org/10.1016/j.tet.2008.11.010.

 

Waybright, Shane M., Kanika McAlpine, Matthew Laskoski, Mark D. Smith, and Uwe H. F. Bunz.   Organometallic Dendrimers Based on (Tetraphenylcyclobutadiene)Cyclopentadienylcobalt Modules.   Journal of the American Chemical Society 124,  (2002): 8661–66. https://doi.org/10.1021/ja026462p.

 

Xiong, Zhengchang, Nengdong Wang, Mingji Dai, Ang Li, Jiahua Chen, and Zhen. Yang.   Synthesis of Novel Palladacycles and Their Application in Heck and Suzuki Reactions under Aerobic Conditions.   Organic Letters 6,  (2004): 3337–40. https://doi.org/10.1021/ol048749s.

 

Zhang, Qingling, Thomas P. Russell, and Todd. Emrick.   Synthesis and Characterization of CdSe Nanorods Functionalized with Regioregular Poly(3-Hexylthiophene).   Chemistry of Materials 19,  (2007): 3712–16. https://doi.org/10.1021/cm070603a.

 

Zhou, Wen-Jun, Ke-Hu Wang, and Jin-Xian. Wang.   Pd(PPh3)4-PEG 400 Catalyzed Protocol for the Atom-Efficient Stille Cross-Coupling Reaction of Organotin with Aryl Bromides.   Journal of Organic Chemistry 74,  (2009): 5599–5602. https://doi.org/10.1021/jo9005206.