4-Chloro-6-phenoxypyrimidine

Name: 4-Chloro-6-phenoxypyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 124041-00-5
Cat. No. CS-W022160
Purity≥95%
MDL No.MFCD09999208

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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 124041-00-5

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General Information

CAS No. 124041-00-5
Cat. No. CS-W022160
Purity ≥95%
MDL No. MFCD09999208
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇ClN₂O
Molecular Weight 206.63
Synonym(s) 4-Phenoxy-6-chloropyrimidine
SMILES O(C1=CC=CC=C1)C2=NC=NC(=C2)Cl

Description

4-Chloro-6-phenoxypyrimidine features a pyrimidine core with complementary electron-deficient and electron-rich substituents, enabling robust coupling reactions. The chlorine at C4 serves as a reliable electrophilic handle for palladium-catalyzed cross-couplings, while the phenoxypyrimidine scaffold imparts enhanced solubility and stability under standard conditions. This compound integrates efficiently into complex heterocyclic architectures.

Application

4-Chloro-6-phenoxypyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloro group at C4 facilitates nucleophilic substitution reactions with amines, thiols, and other heteroatoms, while the phenoxypyrimidine core provides enhanced metabolic stability and favorable pharmacokinetic properties. This compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for scalable synthesis and high-throughput screening campaigns.

Synthesis

Route1
- In-stock
  
  1193-21-1
- 108-95-2
- ~87%
- In-stock
  
  124041-00-5
References
- Lee, Hong Woo; Bok, Young Kim; Joong, Bok Ahn; Sung, Kwon Kang; Lee, Jung Hwa; Jae, Soo Shin; Soon, Kil Ahn; Lee, Sang Joon; Seung, Soo Yoon European Journal of Medicinal Chemistry, 2005 , vol. 40, # 9 p. 862 - 874

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

Quality Control

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Computational Chemistry Data

TPSA 35.01
LogP 2.9223
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Chloro-6-phenoxypyrimidine

CAS No. 124041-00-5

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