6-Chloro-5-methylpyridin-2-amine

Name: 6-Chloro-5-methylpyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 442129-37-5
Cat. No. CS-W009235
Purity≥97%
MDL No.MFCD13193513

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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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6-Chloro-5-methylpyridin-2-amine|CS-W009235

Structure of 442129-37-5

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General Information

CAS No. 442129-37-5
Cat. No. CS-W009235
Purity ≥97%
MDL No. MFCD13193513
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂
Molecular Weight 142.59
Synonym(s) 2-Pyridinamine, 6-chloro-5-methyl
SMILES NC1=NC(Cl)=C(C)C=C1

Description

6-Chloro-5-methylpyridin-2-amine features a pyridine core functionalized with chlorine and methyl groups at adjacent positions, enabling precise tuning of electronic properties. This bench-stable heterocycle integrates readily into medicinal chemistry scaffolds, serving as a key building block for kinase inhibitors and other bioactive compounds. The para-chloro substituent enhances electrophilic reactivity, while the methyl group provides steric and electronic modulation.

Application

6-Chloro-5-methylpyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The chlorine and amino groups provide orthogonal reactivity for sequential functionalization, while the methyl group enhances metabolic stability. Its bench-stable nature and compatibility with standard coupling protocols facilitate streamlined synthesis of bioactive molecules.

Synthesis

Route1
- 936727-56-9
- ~37%
- In-stock
  
  442129-37-5
References
- WO2008/141119 A2, ; Page/Page column 80-81 ; WO 2008/141119 A2
Route2
- 19230-57-0
- ~%
- In-stock
  
  442129-37-5
- In-stock
  
  89466-17-1
References
- Tetrahedron, , vol. 67, # 47 p. 9063 - 9066

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

Quality Control

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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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6-Chloro-5-methylpyridin-2-amine

CAS No. 442129-37-5

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