4-Chloro-6-phenylpyrimidine

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

CAS No. 3435-26-5
Cat. No. CS-0045908
Purity≥97%
MDL No.MFCD00234604

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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 3435-26-5

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General Information

CAS No. 3435-26-5
Cat. No. CS-0045908
Purity ≥97%
MDL No. MFCD00234604
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇ClN₂
Molecular Weight 190.63
Synonym(s) OTAVA-BB BB7020361158
SMILES ClC1=NC=NC(C2=CC=CC=C2)=C1

Description

4-Chloro-6-phenylpyrimidine features a fused pyrimidine core with a chlorine substituent at C4 and a phenyl group at C6, delivering enhanced electron-withdrawing character and structural rigidity. This configuration supports efficient coupling in cross-coupling reactions and facilitates integration into pharmaceutical scaffolds requiring planar, electron-deficient heterocycles under standard conditions.

Application

4-Chloro-6-phenylpyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive heterocycles via palladium-catalyzed cross-coupling reactions. Its well-established reactivity profile supports reliable functionalization at the C4 position, while the phenyl and pyrimidine moieties provide structural rigidity and favorable pharmacophoric properties for target-directed synthesis. The compound exhibits excellent bench stability and facilitates straightforward purification, making it ideal for scalable applications in API development and library generation.

Synthesis

Route1
- In-stock
  
  1193-21-1
- In-stock
  
  98-80-6
- ~51%
- In-stock
  
  3435-26-5
References
- Hartung, Christian G.; Backes, Alexander C.; Felber, Beatrice; Missio, Andrea; Philipp, Alexander Tetrahedron, 2006 , vol. 62, # 43 p. 10055 - 10064
Route2
- 4891-69-4
- ~94%
- In-stock
  
  3435-26-5
References
- Clough, John Martin; Godfrey, Christopher Richard Ayles; Streeting, Ian Thomas; Cheetham, Rex; de Fraine, Paul John; Bartholomew, David; Eshelby, James John Patent: US2003/60626 A1, 2003 ;
Route3
- In-stock
  
  1193-21-1
- In-stock
  
  497-19-8
- In-stock
  
  98-80-6
- ~%
- In-stock
  
  3435-26-5
References
- Yamada, Akira; Spears, Glen; Hayashida, Hisashi; Tomishima, Masaki; Ito, Kiyotaka; Imanishi, Masashi Patent: US2003/176454 A1, 2003 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P330-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-6-phenylpyrimidine

CAS No. 3435-26-5

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