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543071

Sigma-Aldrich

2-Amino-3-bromo-5-methylpyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C6H7BrN2
CAS Number:
Molecular Weight:
187.04
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

73-76 °C (lit.)

functional group

bromo

SMILES string

Cc1cnc(N)c(Br)c1

InChI

1S/C6H7BrN2/c1-4-2-5(7)6(8)9-3-4/h2-3H,1H3,(H2,8,9)

InChI key

NDPKXEWDWTZBDG-UHFFFAOYSA-N

Application

2-Amino-3-bromo-5-methylpyridine may be used in the synthesis of:
  • 3-bromo-2-chloro-5-methylpyridine
  • 3-bromo-2-fluoro-5-methylpyridine
  • 8-methyl-1,2,3,5-tetrahydropyrido[3,4-b][1,4]diazepin-4-one
  • 3-bromo-2-(ethylamino)-5-methylpyridine
  • (3-bromo-5-methylpyridin-2-yl)aniline
  • 5-methyl-3-(phenylethynyl)pyridin-2-amine
  • 3-[(2-methoxyphenyl)ethynyl]-5-methylpyridin-2-amine
  • 3-[(4-methoxyphenyl)ethynyl]-5-methylpyridin-2-amine
  • 3-[(3-chlorophenyl)ethynyl]-5-methylpyridin-2-amine

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Some 2, 5-and 5, 6-Dihalonicotinic acids and their precursors
Setliff FL.
Journal of Chemical and Engineering Data, 15.41, 590-591 (1970)
Synthesis of medium ring nitrogen heterocycles via a tandem copper-catalyzed CN bond formation-Ring-expansion process
Klapars, Artis, et al.
Journal of the American Chemical Society, 126.11, 3529-3533 (2004)
The acid-catalysed synthesis of 7-azaindoles from 3-alkynyl-2-aminopyridines and their antimicrobial activity
Leboho TC, et al.
Organic & Biomolecular Chemistry, 12.2, 307-315 (2014)
Phosphonylation of 2-Amino-and 2-Amido-3-bromopyridines and 2-Amino-3-chloroquinoxalines with Triethyl Phosphite
Adam M, et al.
European Journal of Organic Chemistry, 2009.27, 4655-4665 (2009)

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