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553719 Sigma-Aldrich

2-Amino-3-bromopyridine

97%

  • CAS Number 13534-99-1

  • Empirical Formula (Hill Notation) C5H5BrN2

  • Molecular Weight 173.01

  •  MDL number MFCD03095187

  •  PubChem Substance ID 24879347

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C5, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks,
assay   97%
mp   63-67 °C
SMILES string   Nc1ncccc1Br
InChI   1S/C5H5BrN2/c6-4-2-1-3-8-5(4)7/h1-3H,(H2,7,8)
InChI key   RBCARPJOEUEZLS-UHFFFAOYSA-N

Description

Application

2-Amino-3-bromopyridine may be used to synthesize:
• 2-acylamido-3-bromopyridines
• 2-anilino-3-bromopyridine
• 3-[(2-methoxyphenyl)ethynyl]pyridin-2-amine
• 3-[(4-methoxyphenyl)ethynyl]pyridin-2-amine
• N-(bromopyridyl)amidines
• carbolines via palladium catalyzed arylation followed by palladium catalyzed amination reaction
• 2-amino-3-cyanopyridine via palladium catalyzed cyanation reaction with potassium ferro-cyanide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene [DBU]
• nitro-substituted N,N’-dipyridinylamines via palladium catalyzed coupling reaction with 2-chloro-3-nitropyridine in the presence of Xantphos ligand
• 2-amino-3-iodopyridine via reaction with sodium iodide in the presence of copper(I)iodide and trans-N,N’-dimethylcyclohexane-1,2-diamine

Packaging

5, 25 g in poly bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

Articles

Pyridines

Pyridines have been of interest to scientists across a number of disciplines. The pyridine moiety is presented in countless molecules with applications as varied as catalysis, drug design, molecular ...
Aldrich ChemFiles 2006, 6.6, 9.
Keywords: Applications, Catalysis, Chemfiles, Ligands, Natural product synthesis, Nucleophilic substitutions, Substitutions

Peer-Reviewed Papers
15

References

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