5-Amino-2-chloro-3-methylpyridine

Name: 5-Amino-2-chloro-3-methylpyridine
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CAS No. 38186-82-2
Cat. No. CS-0007524
Purity≥98%
MDL No.MFCD03095087

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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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5-Amino-2-chloro-3-methylpyridine|CS-0007524

Structure of 38186-82-2

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General Information

CAS No. 38186-82-2
Cat. No. CS-0007524
Purity ≥98%
MDL No. MFCD03095087
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂
Molecular Weight None
Synonym(s) 6-Chloro-5-methylpyridin-3-amine
SMILES NC1=CC(C)=C(Cl)N=C1

Description

5-Amino-2-chloro-3-methylpyridine features a pyridine core functionalized with amino, chloro, and methyl groups at strategic positions, enabling selective coupling in medicinal chemistry. The electron-donating amino group enhances reactivity at the C5 position, while the ortho-chloro substituent facilitates cross-coupling transformations. This scaffold offers improved solubility and stability under standard conditions, making it valuable for synthesizing bioactive heterocycles.

Application

5-Amino-2-chloro-3-methylpyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine core via palladium-catalyzed cross-coupling. The amino and chloro groups offer orthogonal reactivity for sequential derivatization, while the methyl group enhances metabolic stability. Bench-stable and readily purified by recrystallization, it facilitates efficient access to substituted pyridine scaffolds relevant to kinase inhibitors and antiviral agents.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-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 38.91
LogP 1.62562
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Amino-2-chloro-3-methylpyridine

CAS No. 38186-82-2

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