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219142 Sigma-Aldrich

5-Bromopyrimidine

97%

  • CAS Number 4595-59-9

  • Empirical Formula (Hill Notation) C4H3BrN2

  • Molecular Weight 158.98

  •  Beilstein/REAXYS Number 107326

  •  EC Number 224-992-1

  •  MDL number MFCD00006117

  •  PubChem Substance ID 24853108

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Properties

Related Categories Building Blocks, C4 to C5, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks,
InChI Key   GYCPLYCTMDTEPU-UHFFFAOYSA-N
assay   97%
mp   67-73 °C (lit.)

Description

General description

Rapid nucleophilic displacement reactions of 5-bromopyrimidine with nucleophiles under microwave irradiation has been studied. 5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine.

Application

5-Bromopyrimidine was used in the synthesis of:
• N-heteroaryl substituted 9-arylcarbazolyl derivatives via palladium-catalyzed aerobic and ligand-free Suzuki reaction
• (5-(phenylethynyl)pyrimidine) via microwave assisted organic synthesis (MAOS) Sonogashira protocol

Packaging

5, 25 g in poly bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles
Peer-Reviewed Papers
15

References

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