6-Chloro-N,N-dimethylpyridin-3-amine

Name: 6-Chloro-N,N-dimethylpyridin-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 41288-91-9
Cat. No. CS-0138182
Purity≥98%
MDL No.MFCD00234337

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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-N,N-dimethylpyridin-3-amine|CS-0138182

Structure of 41288-91-9

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General Information

CAS No. 41288-91-9
Cat. No. CS-0138182
Purity ≥98%
MDL No. MFCD00234337
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉ClN₂
Molecular Weight 156.61
Synonym(s) 6-Chloro-n,n-dimethyl-3-pyridinamine
SMILES CN(C)C1=CC=C(Cl)N=C1

Description

6-Chloro-N,N-dimethylpyridin-3-amine features a chlorinated pyridine core with a dimethylamino group at the 3-position, delivering enhanced nucleophilicity and stability under standard conditions. This electron-rich heterocycle integrates efficiently into transition metal-catalyzed coupling reactions, serving as a robust scaffold for synthesizing functionalized pharmaceutical intermediates and advanced materials.

Application

6-Chloro-N,N-dimethylpyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyridine moiety. The dimethylamino group enhances electron density at the pyridine ring, facilitating nucleophilic substitution and promoting reactivity in Suzuki-Miyaura and Buchwald-Hartwig couplings. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

Route1
- 36100-40-0
- ~11%
- In-stock
  
  41288-91-9
- 120234-29-9
- 120234-30-2
References
- Yamanaka, Hiroshi; Araki, Tomio; Sakamoto, Takao Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, p. 2244 - 2247

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 16.13
LogP 1.801
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Chloro-N,N-dimethylpyridin-3-amine

CAS No. 41288-91-9

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