2-Bromo-5-fluoropyrimidine

Name: 2-Bromo-5-fluoropyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 947533-45-1
Cat. No. CS-M0466
Purity≥97%
MDL No.MFCD09835164

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 947533-45-1

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General Information

CAS No. 947533-45-1
Cat. No. CS-M0466
Purity ≥97%
MDL No. MFCD09835164
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂BrFN₂
Molecular Weight 176.97
Synonym(s) Pyrimidine, 2-bromo-5-fluoro-
SMILES BrC(N=C1)=NC=C1F

Description

2-Bromo-5-fluoropyrimidine is a halogenated pyrimidine derivative featuring complementary reactive sites for cross-coupling and nucleophilic substitution. This bench-stable heterocycle integrates readily into medicinal chemistry scaffolds, enabling efficient access to fluorinated nucleoside analogs and kinase inhibitors through palladium-catalyzed transformations.

Application

2-Bromo-5-fluoropyrimidine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine site facilitates Suzuki, Stille, or Negishi coupling, while the fluorine substituent enhances electrophilicity for nucleophilic substitution. Its bench-stable crystalline form simplifies handling and purification, making it ideal for constructing pyrimidine-based scaffolds in API development and agrochemical research.

Synthesis

Route1
- In-stock
  
  62802-42-0
- ~49%
- In-stock
  
  947533-45-1
References
- Hadd, Michael J.; Holladay, Mark W.; Rowbottom, Martin Patent: US2012/53174 A1, 2012 ; Location in patent: Page/Page column 44 ; US 20120053174 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 1.3782
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Bromo-5-fluoropyrimidine

CAS No. 947533-45-1

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