6-Chloro-4-methylpyridin-2-amine

Name: 6-Chloro-4-methylpyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 51564-92-2
Cat. No. CS-0046974
Purity≥97%
MDL No.None

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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-4-methylpyridin-2-amine|CS-0046974

Structure of 51564-92-2

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General Information

CAS No. 51564-92-2
Cat. No. CS-0046974
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂
Molecular Weight 142.59
Synonym(s) 6-chloro-4-Methyl-2-PyridinaMine
SMILES NC1=NC(Cl)=CC(C)=C1

Description

6-Chloro-4-methylpyridin-2-amine features a pyridine core functionalized with chlorine at C6 and a methyl group at C4, enabling precise tuning of electronic properties. The ortho-chloro and para-methyl substitutions create a sterically constrained, electron-deficient platform ideal for coupling reactions. This scaffold integrates readily into pharmaceutical intermediates and agrochemicals, offering enhanced metabolic stability and targeted reactivity in synthetic pathways.

Application

6-Chloro-4-methylpyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through palladium-catalyzed cross-coupling reactions. The chlorine atom facilitates reliable Suzuki, Stille, or Negishi coupling, while the pyridine nitrogen and methyl group offer orthogonal reactivity for further functionalization. Bench-stable and readily purified by standard techniques, it supports scalable synthesis of kinase inhibitors and other bioactive compounds.

Synthesis

Route1
- 1004294-60-3
- ~81%
- In-stock
  
  51564-92-2
References
- VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2008/141119 A2, 2008 ; Location in patent: Page/Page column 86-87 ; WO 2008/141119 A2
Route2
- In-stock
  
  39621-00-6
- ~50%
- In-stock
  
  51564-92-2
References
- LABORATOIRES SERONO SA Patent: WO2009/27283 A1, 2009 ; Location in patent: Page/Page column 66 ;

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-4-methylpyridin-2-amine

CAS No. 51564-92-2

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