2,5-Dimethylpyridin-4-amine

Name: 2,5-Dimethylpyridin-4-amine
Brand: ChemScene
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CAS No. 22279-89-6
Cat. No. CS-W006516
Purity≥98%
MDL No.MFCD00235163

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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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General Information

CAS No. 22279-89-6
Cat. No. CS-W006516
Purity ≥98%
MDL No. MFCD00235163
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀N₂
Molecular Weight 122.17
Synonym(s) 4-Pyridinamine,2,5-dimethyl-(9CI)
SMILES CC1=CN=C(C=C1N)C

Description

2,5-Dimethylpyridin-4-amine features a pyridine core with methyl groups at positions 2 and 5, enhancing electron density at the para-amino site. This bench-stable scaffold integrates readily into transition metal-catalyzed coupling reactions, serving as a robust ligand in palladium-mediated transformations. The sterically hindered dimethyl substitution improves stability under oxidative conditions while maintaining nucleophilicity for C–N bond formation.

Application

2,5-Dimethylpyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard coupling and functionalization reactions. Its pyridine core exhibits favorable electronic properties and bench stability, while the ortho-methyl groups enhance metabolic resistance. The primary amine facilitates conjugation in Suzuki-Miyaura and Buchwald-Hartwig protocols, offering efficient access to complex scaffolds for drug discovery.

Safety Information

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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 1.28064
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,5-Dimethylpyridin-4-amine

CAS No. 22279-89-6

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