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188778 Sigma-Aldrich

5-Amino-2-chloropyridine

98%

  • CAS Number 5350-93-6

  • Empirical Formula (Hill Notation) C5H5ClN2

  • Molecular Weight 128.56

  •  Beilstein/REAXYS Number 108891

  •  EC Number 226-322-3

  •  MDL number MFCD00006243

  •  PubChem Substance ID 24851317

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C5, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks,
Quality Level   200
assay   98%
mp   81-83 °C (lit.)
SMILES string   Nc1ccc(Cl)nc1
InChI   1S/C5H5ClN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2
InChI key   QAJYCQZQLVENRZ-UHFFFAOYSA-N

Description

General description

5-Amino-2-chloropyridine undergoes Suzuki-Miyaura coupling with sterically hindered 2,6-dimethylphenylboronic acid. It undergoes facile temperature dependent displacement of chloride by bromide via Sandmeyer reaction to yield 2,5-dibromopyridine.

Application

5-Amino-2-chloropyridine was used in the synthesis of [2H5]2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine. It was used in identification and evaluation of molecularly imprinted polymers for the selective removal of potentially genotoxic aminopyridine impurities from pharmaceuticals.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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