4-Amino-5-bromo-2-chloropyrimidine

Name: 4-Amino-5-bromo-2-chloropyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 205672-25-9
Cat. No. CS-W003431
Purity≥95%
MDL No.MFCD07782040

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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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4-Amino-5-bromo-2-chloropyrimidine|CS-W003431

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General Information

CAS No. 205672-25-9
Cat. No. CS-W003431
Purity ≥95%
MDL No. MFCD07782040
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₃BrClN₃
Molecular Weight None
Synonym(s) 5-Bromo-2-chloropyrimidin-4-amine
SMILES NC1=NC(Cl)=NC=C1Br

Description

4-Amino-5-bromo-2-chloropyrimidine is a multi-functional heterocyclic building block featuring complementary reactive sites for selective derivatization. The amino group enables nucleophilic coupling, while the bromo and chloro substituents facilitate palladium-catalyzed cross-coupling reactions. This combination supports efficient access to complex pyrimidine architectures in medicinal chemistry and materials synthesis.

Application

4-Amino-5-bromo-2-chloropyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrimidine scaffolds. Its complementary halogenation pattern facilitates palladium-catalyzed cross-coupling reactions, while the amino group offers opportunities for derivatization via acylation or alkylation. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  36082-50-5
- ~99%
- In-stock
  
  205672-25-9
References
- KALYPSYS, INC.; BORCHARDT, Allen; DAVIS, Robert; NOBLE, Stewart, A. Patent: WO2011/112766 A2, 2011 ; Location in patent: Page/Page column 125; 126 ;

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 51.8
LogP 1.4747
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Amino-5-bromo-2-chloropyrimidine

CAS No. 205672-25-9

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