2-Chloro-4,6-diphenylpyrimidine

Name: 2-Chloro-4,6-diphenylpyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 2915-16-4
Cat. No. CS-0137520
Purity≥98%
MDL No.MFCD00030776

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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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2-Chloro-4,6-diphenylpyrimidine|CS-0137520

Structure of 2915-16-4

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General Information

CAS No. 2915-16-4
Cat. No. CS-0137520
Purity ≥98%
MDL No. MFCD00030776
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₁ClN₂
Molecular Weight 266.72
Synonym(s) 2-chloro-4,6-diphenyl-Pyrimidine; 2-Chloro-4,6-diphenylpyrimidine
SMILES ClC1=NC(C2=CC=CC=C2)=CC(C3=CC=CC=C3)=N1

Description

2-Chloro-4,6-diphenylpyrimidine features a sterically hindered pyrimidine core with electron-deficient character, enabling efficient coupling in cross-coupling reactions. The dichloro substitution pattern facilitates selective functionalization, while the phenyl groups enhance solubility and stability under standard conditions. This compound serves as a key scaffold for pharmaceutical intermediates and advanced materials.

Application

2-Chloro-4,6-diphenylpyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of biologically active heterocycles via palladium-catalyzed cross-coupling reactions. Its ortho-chlorine facilitates regioselective functionalization, while the diphenyl substitution enhances stability and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with common reaction conditions, making it ideal for iterative synthesis workflows in drug discovery and process development.

Synthesis

Route1
- In-stock
  
  3764-01-0
- In-stock
  
  98-80-6
- ~86%
- In-stock
  
  2915-16-4
References
- Schomaker; Delia Journal of Organic Chemistry, 2001 , vol. 66, # 21 p. 7125 - 7128
Route2
- 4120-05-2
- ~98%
- In-stock
  
  2915-16-4
References
- Ciba Specialty Chemicals Corporation Patent: US6706215 B1, 2004 ; Location in patent: Page column 40-41 ;
Route3
- In-stock
  
  120-46-7
- ~%
- In-stock
  
  2915-16-4
References
- Nasielski; Standaert; Nasielski-Hinkens Synthetic Communications, 1991 , vol. 21, # 7 p. 901 - 906

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
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 4.464
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Pyrimidines

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2-Chloro-4,6-diphenylpyrimidine

CAS No. 2915-16-4

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