5-Bromo-4-chloro-6-methylpyrimidine

Name: 5-Bromo-4-chloro-6-methylpyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 3438-55-9
Cat. No. CS-W002546
Purity≥95%
MDL No.MFCD00234032

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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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5-Bromo-4-chloro-6-methylpyrimidine|CS-W002546

Structure of 3438-55-9

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General Information

CAS No. 3438-55-9
Cat. No. CS-W002546
Purity ≥95%
MDL No. MFCD00234032
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrClN₂
Molecular Weight 207.46
Synonym(s) None
SMILES Brc1c(C)ncnc1Cl

Description

5-Bromo-4-chloro-6-methylpyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, featuring orthogonal halogen handles for late-stage functionalization. The bromine and chlorine substituents enable selective cross-coupling reactions, while the methyl group enhances solubility and modulates electronic properties. This compound offers high reactivity under standard conditions with minimal side reactivity.

Application

5-Bromo-4-chloro-6-methylpyrimidine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro and methyl functionalities offer orthogonal functionalization potential. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  3438-52-6
- ~90%
- In-stock
  
  3438-55-9
References
- Wang, Zhihan; Chi, Yushi; Harris, Anthony R.; Gray, David; Davoren, Jennifer E. Synthesis, 2011 , # 10 art. no. M25011SS, p. 1529 - 1531
Route2
- In-stock
  
  3524-87-6
- ~%
- In-stock
  
  3438-55-9
References
- Synthesis, , # 10 art. no. M25011SS, p. 1529 - 1531

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 2.20092
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-chloro-6-methylpyrimidine

CAS No. 3438-55-9

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