5-(N-Boc-aminomethyl)-2-bromopyridine

Product Number: A10393; CAS Number: 864266-29-5

A10393 Technical Data Sheet and References

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5-(N-Boc-aminomethyl)-2-bromopyridine CAS: 864266-29-5 MDL: MFCD11052608

Molecular weight:    287.15     g/mol

Molecular Formula: C11H15BrN2O2

CAS Number:  864266-29-5

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

Synonyms:   864266-29-5, tert-Butyl ((6-bromopyridin-3-yl)methyl)carbamate

5-(N-BOC-AMINOMETHYL)-2-BROMOPYRIDINE, tert-butyl N-[(6-bromopyridin-3-yl)methyl]carbamate, tert-Butyl [(6-bromopyridin-3-yl)methyl]carbamate, SCHEMBL507338

Uses:     Synthesis building block, Organic Synthesis, imidazole-pyridine nitrogen heterocycle,  synthesis, methanamine reactions, bromoarene reactions

5-(N-Boc-aminomethyl)-2-bromopyridine, is a synthetic fine chemical useful in the synthesis of pharmaceuticals and fine organic chemicals.

Selected References:

  1. Amarne, H.; Baik, C.; Murphy, S. K.; Wang, S., Steric and Electronic Influence on Photochromic Switching of N,C-Chelate Four-Coordinate Organoboron Compounds. Chem. – Eur. J. 2010, 16 (16), 4750-4761, S4750/1-S4750/77.
  2. Dick, G. R.; Knapp, D. M.; Gillis, E. P.; Burke, M. D., General method for synthesis of 2-heterocyclic N-methyliminodiacetic acid boronates. Org. Lett. 2010, 12 (10), 2314-2317.
  3. Hibi, S.; Ueno, K.; Nagato, S.; Kawano, K.; Ito, K.; Norimine, Y.; Takenaka, O.; Hanada, T.; Yonaga, M., Discovery of 2-(2-Oxo-1-phenyl-5-pyridin-2-yl-1,2-dihydropyridin-3-yl)benzonitrile (Perampanel): A Novel, Noncompetitive α-Amino-3-hydroxy-5-methyl-4-isoxazolepropanoic Acid (AMPA) Receptor Antagonist. J. Med. Chem. 2012, 55 (23), 10584-10600.
  4. Loren, J. C.; Siegel, J. S., Synthesis and fluorescence properties of manisyl-substituted terpyridine, bipyridine, and phenanthroline. Angew. Chem., Int. Ed. 2001, 40 (4), 754-757.
  5. Lutzen, A.; Hapke, M.; Griep-Raming, J.; Haase, D.; Saak, W., Synthesis and stereoselective self-assembly of double- and triple-stranded helicates. Angew. Chem., Int. Ed. 2002, 41 (12), 2086-2089.
  6. Rajamalli, P.; Senthilkumar, N.; Huang, P. Y.; Ren-Wu, C. C.; Lin, H. W.; Cheng, C. H., New Molecular Design Concurrently Providing Superior Pure Blue, Thermally Activated Delayed Fluorescence and Optical Out-Coupling Efficiencies. J. Am. Chem. Soc. 2017, 139 (32), 10948-10951.
  7. Roppe, J.; Smith, N. D.; Huang, D.; Tehrani, L.; Wang, B.; Anderson, J.; Brodkin, J.; Chung, J.; Jiang, X.; King, C.; Munoz, B.; Varney, M. A.; Prasit, P.; Cosford, N. D. P., Discovery of Novel Heteroarylazoles That Are Metabotropic Glutamate Subtype 5 Receptor Antagonists with Anxiolytic Activity. J. Med. Chem. 2004, 47 (19), 4645-4648.
  8. Shieh, S.-J.; Chou, C.-C.; Lee, G.-H.; Wang, C.-C.; Peng, S.-M., Linear pentanuclear complexes containing a chain of metal atoms: [Co5II(μ5-tpda)4(NCS)2] and [Ni5II(μ5-tpda)4Cl2]. Angew. Chem., Int. Ed. Engl. 1997, 36 (1/2), 56-59.
  9. Tamao, K.; Kodama, S.; Nakajima, I.; Kumada, M.; Minato, A.; Suzuki, K., Nickel-phosphine complex-catalyzed Grignard coupling. II. Grignard coupling of heterocyclic compounds. Tetrahedron 1982, 38 (22), 3347-54.
  10. Wells, G.; Berry, J. M.; Bradshaw, T. D.; Burger, A. M.; Seaton, A.; Wang, B.; Westwell, A. D.; Stevens, M. F. G., 4-Substituted 4-Hydroxycyclohexa-2,5-dien-1-ones with Selective Activities against Colon and Renal Cancer Cell Lines. J. Med. Chem. 2003, 46 (4), 532-541.
Categories

Building Blocks

Scaffold/Subcategory

Pyridine

CAS #

[864266-29-5]

Purity %

98%

Smiles

CC(C)(C)OC(=O)NCC1=CN=C(Br)C=C1

Molecular Weight

287.153

Molecular Formula

C11H15BrN2O2

Functional Groups

Amino, Bromo, Halogenated, Nitrogen Heterocycle

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