4-Chloro-6-phenylpyrimidin-2-amine

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

CAS No. 36314-97-3
Cat. No. CS-0072546
Purity≥97%
MDL No.None

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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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4-Chloro-6-phenylpyrimidin-2-amine|CS-0072546

Structure of 36314-97-3

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General Information

CAS No. 36314-97-3
Cat. No. CS-0072546
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈ClN₃
Molecular Weight 205.64
Synonym(s) 2-Amino-4-chloro-6-phenylpyrimidine
SMILES NC1=NC(Cl)=CC(C2=CC=CC=C2)=N1

Description

4-Chloro-6-phenylpyrimidin-2-amine features a pyrimidine core functionalized with a chloro group at C4 and a phenyl ring at C6, enabling integration into kinase inhibitor scaffolds. The amine at C2 facilitates coupling reactions, while the electron-withdrawing chlorine enhances target affinity. This compound serves as a key intermediate in medicinal chemistry for developing antiviral and anticancer agents.

Application

4-Chloro-6-phenylpyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling the construction of pyrimidine-based scaffolds prevalent in kinase inhibitors and antiviral agents. Its ortho-chloro functionality facilitates palladium-catalyzed cross-coupling reactions, while the primary amine supports derivatization via acylation or alkylation. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis campaigns in drug discovery workflows.

Synthesis

Route1
- 56-05-3
- In-stock
  
  98-80-6
- ~64%
- In-stock
  
  36314-97-3
References
- SCHERING CORPORATION Patent: WO2009/111449 A1, 2009 ; Location in patent: Page/Page column 38-39 ; WO 2009/111449 A1
Route2
- In-stock
  
  56741-94-7
- ~43%
- In-stock
  
  36314-97-3
References
- BAYER PHARMACEUTICALS CORPORATION Patent: WO2006/99231 A1, 2006 ; Location in patent: Page/Page column 37 ;

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 51.8
LogP 2.3792
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

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-phenylpyrimidin-2-amine

CAS No. 36314-97-3

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