5-Bromo-4-methoxypyrimidine

Name: 5-Bromo-4-methoxypyrimidine
Brand: ChemScene
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CAS No. 4319-85-1
Cat. No. CS-W005510
Purity≥98%
MDL No.MFCD00234066

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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 4319-85-1

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Description

5-Bromo-4-methoxypyrimidine is a bench-stable pyrimidine derivative featuring a bromine atom at the 5-position and a methoxy group at the 4-position. This electron-deficient heterocycle facilitates direct functionalization in cross-coupling reactions, enabling efficient access to substituted pyrimidines. The para-methoxy substituent enhances solubility and modulates reactivity.

Application

5-Bromo-4-methoxypyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates reliable C–C and C–N bond formation under standard conditions, while the methoxy group enhances solubility and provides orthogonal reactivity. The compound exhibits excellent bench stability and is readily purified by recrystallization or flash chromatography, making it ideal for high-throughput synthesis of kinase inhibitors and other bioactive heterocycles.

General Information

CAS No. 4319-85-1
Cat. No. CS-W005510
Purity ≥98%
MDL No. MFCD00234066
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O
Molecular Weight 189.01
Synonym(s) None
SMILES COC1=NC=NC=C1Br

Computational Chemistry Data

TPSA 35.01
LogP 1.2477
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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5-Bromo-4-methoxypyrimidine

CAS No. 4319-85-1

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