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552844

Sigma-Aldrich

3-Amino-6-bromopyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H5BrN2
CAS Number:
Molecular Weight:
173.01
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

74-76 °C (lit.)

SMILES string

Nc1ccc(Br)nc1

InChI

1S/C5H5BrN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2

InChI key

XTHKRYHULUJQHN-UHFFFAOYSA-N

General description

3-Amino-6-bromopyridine can be synthesized via bromination of 3-aminopyridine using N-bromosuccinimide in acetonitrile.

Application

3-Amino-6-bromopyridine may undergo polymerization via Buchwald–Hartwig amination in the presence of sodium tert-butoxide and XPhos(2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl) ligand yielding para-linked and meta-linked polyaminopyridines.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Metal-Catalyzed Cross-Coupling Reactions of Aminopyridines
Pires D.J M, et al.
European Journal of Organic Chemistry, 2015(33), 7197-7234 (2015)
Mild regioselective halogenation of activated pyridines with N-bromosuccinimide
Canibano Victoria, et al.
Synthesis, 2001(14), 2175-2179 (2001)

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