4-Chloro-2-phenylpyrimidine

Name: 4-Chloro-2-phenylpyrimidine
Brand: ChemScene
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CAS No. 14790-42-2
Cat. No. CS-0045712
Molecule weight190.63
Purity≥98%
MDL No.MFCD00234601

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 14790-42-2

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General Information

CAS No. 14790-42-2
Cat. No. CS-0045712
Purity ≥98%
MDL No. MFCD00234601
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇ClN₂
Molecular Weight 190.63
Synonym(s) 4-Chloro-2-phenyl-pyrimidine
SMILES ClC1=NC(C2=CC=CC=C2)=NC=C1

Description

4-Chloro-2-phenylpyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, offering a rigid, electron-deficient platform for drug discovery. This bench-stable compound integrates readily into kinase inhibitors and bioactive molecules, where its phenyl and chloro substituents enable precise spatial and electronic tuning.

Application

4-Chloro-2-phenylpyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its chloro group exhibits high reactivity toward nucleophilic substitution and Suzuki-Miyaura coupling, facilitating rapid diversification. The phenyl substituent enhances stability and provides a rigid aromatic handle, improving metabolic resistance in target molecules. This compound functions reliably in standard synthetic workflows, offering excellent bench stability and straightforward purification—ideal for scalable synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 33643-94-6
- ~78%
- In-stock
  
  14790-42-2
References
- VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2005/3099 A2, 2005 ; Location in patent: Page 130-131 ; WO 2005/003099 A2
Route2
- 33630-20-5
- ~80%
- In-stock
  
  14790-42-2
References
- Ceide, Susana Conde; Montalban, Antonio Garrido Tetrahedron Letters, 2006 , vol. 47, # 26 p. 4415 - 4418
Route3
- In-stock
  
  98-80-6
- ~%
- In-stock
  
  14790-42-2
References
- Tetrahedron Letters, , vol. 47, # 26 p. 4415 - 4418

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

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4-Chloro-2-phenylpyrimidine

CAS No. 14790-42-2

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