4-Pyridin-3-ylmethyl-phenylamine

Name: 4-Pyridin-3-ylmethyl-phenylamine
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CAS No. 85666-15-5
Cat. No. CS-0341983
Purity≥96%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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4-Pyridin-3-ylmethyl-phenylamine|CS-0341983

Structure of 85666-15-5

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General Information

CAS No. 85666-15-5
Cat. No. CS-0341983
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₂N₂
Molecular Weight 184.24
Synonym(s) 4-(Pyridin-3-ylmethyl)aniline
SMILES C1=CC(=CN=C1)CC2=CC=C(C=C2)N

Description

This pyridinylmethyl-phenylamine integrates a conjugated pyridine and aniline scaffold, enabling efficient π-stacking and coordination in transition metal complexes. The para-substituted aryl linkage enhances planarity and electronic delocalization, while the tertiary amine nitrogen offers tunable basicity for ligand design.

Application

4-Pyridin-3-ylmethyl-phenylamine serves as a versatile building block in medicinal chemistry, enabling the construction of biaryl scaffolds through standard coupling reactions. Its structural motif combines an aromatic amine with a pyridylmethyl linker, offering favorable functional group tolerance and bench stability. The molecule facilitates efficient derivatization in Suzuki-Miyaura and Buchwald-Hartwig protocols, supporting rapid access to diversified heterocyclic architectures common in kinase inhibitor and CNS-targeted lead compounds.

Synthesis

Route1
- 32361-76-5
- ~98%
- In-stock
  
  85666-15-5
References
- Lager, Erik; Nilsson, Jakob; stergaard Nielsen, Elsebet; Nielsen, Mogens; Liljefors, Tommy; Sterner, Olov Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 14 p. 6936 - 6948

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

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Computational Chemistry Data

TPSA 38.91
LogP 2.2546
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Pyridin-3-ylmethyl-phenylamine

CAS No. 85666-15-5

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