4-Bromo-2,6-dimethylpyrimidine

Name: 4-Bromo-2,6-dimethylpyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 354574-56-4
Cat. No. CS-0146000
Purity≥98%
MDL No.MFCD09038905

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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-Bromo-2,6-dimethylpyrimidine|CS-0146000

Structure of 354574-56-4

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General Information

CAS No. 354574-56-4
Cat. No. CS-0146000
Purity ≥98%
MDL No. MFCD09038905
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrN₂
Molecular Weight 187.04
Synonym(s) 4-Bromo-2,6-dimethyl-pyrimidine
SMILES CC1=CC(Br)=NC(C)=N1

Description

4-Bromo-2,6-dimethylpyrimidine serves as a key building block in medicinal chemistry, featuring a sterically hindered pyrimidine core with bromine at the C4 position and methyl groups flanking the ring. This combination enables selective cross-coupling reactions and facilitates the synthesis of bioactive heterocycles under standard conditions.

Application

4-Bromo-2,6-dimethylpyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyrimidines via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates reliable C–C bond formation under standard Suzuki or Stille conditions, while the methyl groups enhance metabolic stability and modulate electronic properties. The compound exhibits excellent bench stability, simplifies purification, and functions effectively in multi-step syntheses of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- In-stock
  
  6622-92-0
- ~82%
- In-stock
  
  354574-56-4
References
- Sugimoto, Osamu; Mori, Miho; Moriya, Keisuke; Tanji, Ken-Ichi Helvetica Chimica Acta, 2001 , vol. 84, # 5 p. 1112 - 1118

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 1.85594
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Bromo-2,6-dimethylpyrimidine

CAS No. 354574-56-4

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