3-(Aminomethyl)-5-chloropyridine

Name: 3-(Aminomethyl)-5-chloropyridine
Brand: ChemScene
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CAS No. 138402-36-5
Cat. No. CS-0157320
Molecule weight142.59
Purity≥95%
MDL No.MFCD11100748

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3-(Aminomethyl)-5-chloropyridine|CS-0157320

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General Information

CAS No. 138402-36-5
Cat. No. CS-0157320
Purity ≥95%
MDL No. MFCD11100748
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂
Molecular Weight 142.59
Synonym(s) C-(5-Chloro-pyridin-3-yl)-MethylaMine
SMILES C1=C(CN)C=NC=C1Cl

Description

3-(Aminomethyl)-5-chloropyridine features a pyridine core functionalized with a chloro group at the 5-position and a primary amine-bearing methylene linker at the 3-position. This bifunctional scaffold enables direct coupling in synthetic sequences, integrating readily into pharmaceutical intermediates and ligand architectures. The electron-deficient ring enhances reactivity in nucleophilic substitution processes, while the pendant amine supports derivatization under mild conditions.

Application

3-(Aminomethyl)-5-chloropyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine ring and facilitating nucleophilic substitution reactions. Its chloro group supports robust coupling with amines, thiols, and other nucleophiles under mild conditions, while the pendant primary amine allows for further derivatization via amide formation or reductive alkylation. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  51269-82-0
- ~79%
- In-stock
  
  138402-36-5
References
- Player, Mark R.; Lu, Tianbao; Hu, Huaping; Zhu, Xizhen; Teleha, Christopher; Kreutter, Kevin Patent: US2007/225282 A1, 2007 ; Location in patent: Page/Page column 38 ; US 20070225282 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1760
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 38.91
LogP 1.1937
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-(Aminomethyl)-5-chloropyridine

CAS No. 138402-36-5

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