5-Bromo-4-chloropyrimidine

Name: 5-Bromo-4-chloropyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 56181-39-6
Cat. No. CS-W003637
Molecule weight193.43
Purity≥95%
MDL No.MFCD09750158

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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 56181-39-6

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General Information

CAS No. 56181-39-6
Cat. No. CS-W003637
Purity ≥95%
MDL No. MFCD09750158
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂BrClN₂
Molecular Weight 193.43
Synonym(s) pyrimidine, 5-bromo-4-chloro-
SMILES Brc1cncnc1Cl

Description

5-Bromo-4-chloropyrimidine serves as a key heterocyclic building block in medicinal chemistry and agrochemical synthesis. The molecule features a pyrimidine core with complementary halogen substituents at the 5- and 4-positions, enabling sequential cross-coupling reactions. This orthogonal reactivity profile facilitates efficient diversification of molecular scaffolds under standard conditions.

Application

5-Bromo-4-chloropyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its dual halogen functionality provides orthogonal reactivity for sequential functionalization, while its bench stability and ease of purification support reliable scalability in API synthesis.

Synthesis

Route1
- In-stock
  
  19808-30-1
- ~43%
- In-stock
  
  56181-39-6
References
- ARRIEN PHARMAEUTICALS LLC; VANKAYALAPATI, Hariprasad; APPALANENI, Rajendra, P.; REDDY, Y., Venkata Krishna Patent: WO2012/135631 A1, 2012 ; Location in patent: Page/Page column 21-22 ; WO 2012/135631 A1
Route2
- In-stock
  
  19808-30-1
- 10025-87-3
- ~%
- In-stock
  
  56181-39-6
References
- Helvetica Chimica Acta, , vol. 5, p. 278

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 1.8925
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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5-Bromo-4-chloropyrimidine

CAS No. 56181-39-6

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