4-Bromo-2-methoxypyrimidine

Name: 4-Bromo-2-methoxypyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 959240-72-3
Cat. No. CS-0019378
Purity≥95%
MDL No.MFCD09879097

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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 959240-72-3

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General Information

CAS No. 959240-72-3
Cat. No. CS-0019378
Purity ≥95%
MDL No. MFCD09879097
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O
Molecular Weight 189.01
Synonym(s) None
SMILES COC1=NC=CC(Br)=N1

Description

4-Bromo-2-methoxypyrimidine is a bench-stable pyrimidine derivative featuring a bromine atom at the 4-position and a methoxy group at the 2-position. This combination enables selective cross-coupling reactions, facilitating efficient access to functionalized heterocycles in medicinal chemistry and materials synthesis.

Application

4-Bromo-2-methoxypyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates Suzuki, Stille, and Negishi couplings, while the methoxy group enhances solubility and provides orthogonal reactivity. The pyrimidine core offers a stable scaffold for drug discovery applications, with excellent bench stability and straightforward purification.

Synthesis

Route1
- In-stock
  
  3289-47-2
- ~89%
- In-stock
  
  959240-72-3
References
- Xu, Chunyan; Cheng, Chuanjie; Liu, Hongtao; Liu, Bo Letters in Organic Chemistry, 2011 , vol. 8, # 8 p. 545 - 548

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 35.01
LogP 1.2477
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Bromo-2-methoxypyrimidine

CAS No. 959240-72-3

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