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553719

Sigma-Aldrich

2-Amino-3-bromopyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H5BrN2
CAS Number:
13534-99-1
Molecular Weight:
173.01
MDL number:
MFCD03095187
UNSPSC Code:
12352100
PubChem Substance ID:
24879347
NACRES:
NA.22

Assay

97%

form

solid

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

Related Categories

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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"Syntheses of pyrido [1, 2-a][1, 3, 5] triazin-4-one C-deoxyribonucleosides"
Oda H, et al.
Tetrahedron, 64(45), 11021-11029 (2007)
Synthesis of pyridopyrimidines by palladium-catalyzed isocyanide insertion.
Este'vez V, et al.
ACS Catalysis, 4(1), 40-43 (2013)
"Smiles Rearrangement as a Tool for the Preparation of Dihydrodipyridopyrazines"
Patriciu I-O, et al.
Organic Letters, 11(23), 5502-5505 (2009)
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, 27, 4655-4665 (2009)
Novel synthetic strategy of carbolines via palladium-catalyzed amination and arylation reaction.
Iwaki T, et al.
Journal of the Chemical Society. Perkin Transactions 1, 11, 1505-1510 (1999)
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