2-Chloro-5-phenylpyrimidine

Name: 2-Chloro-5-phenylpyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 22536-62-5
Cat. No. CS-0156398
Purity≥98%
MDL No.MFCD04035567

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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 22536-62-5

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General Information

CAS No. 22536-62-5
Cat. No. CS-0156398
Purity ≥98%
MDL No. MFCD04035567
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇ClN₂
Molecular Weight 190.63
Synonym(s) 2-CHLORO-5-PHENYL-PYRIMIDINE
SMILES C1=CC=C(C=C1)C2=CN=C(Cl)N=C2

Description

2-Chloro-5-phenylpyrimidine features a phenyl-substituted pyrimidine core with a chlorine atom at the 2-position, enabling efficient coupling in cross-coupling reactions. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and functional materials, offering robust reactivity under standard conditions.

Application

2-Chloro-5-phenylpyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl and heteroaryl architectures. Its chlorine substituent facilitates efficient Suzuki, Stille, and Negishi couplings under standard conditions. The phenyl group enhances stability and modulates electronic properties, while the pyrimidine core provides excellent functional group tolerance and compatibility with diverse reaction workflows. This compound functions reliably in the synthesis of kinase inhibitors and other pharmaceutical scaffolds.

Synthesis

Route1
- In-stock
  
  32779-36-5
- In-stock
  
  98-80-6
- ~94%
- In-stock
  
  22536-62-5
References
- Colombo, Matteo; Giglio, Marco; Peretto, Ilaria Journal of Heterocyclic Chemistry, 2008 , vol. 45, # 4 p. 1077 - 1081
Route2
- 3958-47-2
- In-stock
  
  32779-36-5
- ~80%
- In-stock
  
  22536-62-5
References
- Mosquera, Angeles; Riveiros, Ricardo; Sestelo, Jose Perez; Sarandeses, Luis A. Organic Letters, 2008 , vol. 10, # 17 p. 3745 - 3748
Route3
- 960-16-7
- In-stock
  
  32779-36-5
- ~73%
- In-stock
  
  22536-62-5
References
- Solberg, Jan; Undheim, Kjell Acta Chemica Scandinavica, 1989 , vol. 43, # 1 p. 62 - 68

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 25.78
LogP 2.797
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-5-phenylpyrimidine

CAS No. 22536-62-5

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