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636320

Sigma-Aldrich

2-Amino-5-bromopyrazine

97%

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About This Item

Empirical Formula (Hill Notation):
C4H4BrN3
CAS Number:
59489-71-3
Molecular Weight:
174.00
MDL number:
MFCD00235015
UNSPSC Code:
12352100
PubChem Substance ID:
24882771
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

113-117 °C (lit.)

SMILES string

Nc1cnc(Br)cn1

InChI

1S/C4H4BrN3/c5-3-1-8-4(6)2-7-3/h1-2H,(H2,6,8)

InChI key

KRRTXVSBTPCDOS-UHFFFAOYSA-N

Application

Used without prior protection of the amino group in a palladium-catalyzed cross-coupling with pyridylboronic acids leading to pyrazinylpyridines.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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

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Certificates of Analysis (COA)

Lot/Batch Number
17897LJV
MKBD6489
17897LJ
03920CJ
02723MH

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Amy E Thompson et al.
The Journal of organic chemistry, 70(1), 388-390 (2004-12-31)
A range of halogenated aromatics and heteroaromatics bearing a primary amine group are shown to be suitable substrates for Suzuki cross-coupling reactions with arylboronic acids and pyridylboronic acids under standard conditions, without the need for protection/deprotection steps. New amino-substituted arylpyridines

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