3-Amino-5-chloro-2-methylpyridine

Name: 3-Amino-5-chloro-2-methylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 89639-36-1
Cat. No. CS-M2842
Purity≥97%
MDL No.MFCD12196974

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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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3-Amino-5-chloro-2-methylpyridine|CS-M2842

Structure of 89639-36-1

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General Information

CAS No. 89639-36-1
Cat. No. CS-M2842
Purity ≥97%
MDL No. MFCD12196974
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂
Molecular Weight 142.59
Synonym(s) 5-Chloro-2-methylpyridin-3-amine
SMILES NC1=CC(Cl)=CN=C1C

Description

3-Amino-5-chloro-2-methylpyridine features a pyridine core functionalized with amino, chloro, and methyl groups at strategic positions, enabling selective coupling in heterocyclic synthesis. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and ligand development under standard conditions.

Application

3-Amino-5-chloro-2-methylpyridine serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling and electrophilic substitution reactions. The amino group facilitates derivatization, while the chloro and methyl substituents offer orthogonal reactivity for sequential functionalization. Bench-stable and amenable to standard purification methods, it functions effectively in the synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- In-stock
  
  1211533-93-5
- ~%
- In-stock
  
  89639-36-1
References
- GLAXOSMITHKLINE LLC; BOBKO, Mark, A.; DARCY, Michael, G.; EVANS, Karen, A.; FAITG, Thomas, H.; KAURA, Arun, Chandar; PENG, Xin; SARPONG, Martha, A.; SEEFELD, Mark, A.; SU, Dai-shi Patent: WO2012/149102 A1, 2012 ; Location in patent: Page/Page column 48 ; WO 2012/149102 A1
Route2
- In-stock
  
  21427-62-3
- ~%
- In-stock
  
  89639-36-1
References
- GLAXOSMITHKLINE LLC; BOBKO, Mark, A.; DARCY, Michael, G.; EVANS, Karen, A.; FAITG, Thomas, H.; KAURA, Arun, Chandar; PENG, Xin; SARPONG, Martha, A.; SEEFELD, Mark, A.; SU, Dai-shi Patent: WO2012/149102 A1, 2012 ; WO 2012/149102 A1

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 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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3-Amino-5-chloro-2-methylpyridine

CAS No. 89639-36-1

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