2-Chloro-6-methoxypyridin-4-amine

Name: 2-Chloro-6-methoxypyridin-4-amine
Brand: ChemScene
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CAS No. 1008304-85-5
Cat. No. CS-W006319
Purity≥98%
MDL No.MFCD13189324

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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+
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2-Chloro-6-methoxypyridin-4-amine|CS-W006319

Structure of 1008304-85-5

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General Information

CAS No. 1008304-85-5
Cat. No. CS-W006319
Purity ≥98%
MDL No. MFCD13189324
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂O
Molecular Weight 158.59
Synonym(s) 4-AMINO-2-CHLORO-6-METHOXYPYRIDINE
SMILES NC1=CC(Cl)=NC(OC)=C1

Description

2-Chloro-6-methoxypyridin-4-amine features a pyridine core functionalized with chlorine and methoxy groups at the 2- and 6-positions, respectively, and an amine group at C4. This electronic configuration enables selective coupling in cross-coupling reactions, particularly in the synthesis of pharmaceutical intermediates and agrochemical scaffolds. The compound exhibits enhanced stability under standard bench conditions and facilitates efficient derivatization through the primary amine functionality.

Application

2-Chloro-6-methoxypyridin-4-amine serves as a versatile pyridine-based building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The chloro group facilitates reliable C–N and C–C bond formation under standard conditions, while the methoxy and amine functionalities provide orthogonal reactivity for sequential derivatization. Its bench-stable nature and compatibility with diverse reaction environments make it a practical choice for API intermediate synthesis and lead optimization campaigns.

Synthesis

Route1
- 67-56-1
- In-stock
  
  2587-02-2
- ~84%
- In-stock
  
  1008304-85-5
References
- AMGEN INC.; DU, Xiaohui; FU, Zice; HOUZE, Jonathan, B.; JIAO, Xianyun; KIM, Yong-jae; LI, Leping; LIU, Jinqian; LIZARZABURU, Mike; MEDINA, Julio; SHEN, Wang; TURCOTTE, Simon; YU, Ming Patent: WO2010/93849 A2, 2010 ; Location in patent: Page/Page column 126 ; WO 2010/093849 A2

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 48.14
LogP 1.3258
H_Acceptors 3
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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2-Chloro-6-methoxypyridin-4-amine

CAS No. 1008304-85-5

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