3-Bromo-6-methoxypyridin-2-amine

Name: 3-Bromo-6-methoxypyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 511541-63-2
Cat. No. CS-0005595
Purity≥97%
MDL No.MFCD08062946

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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-Bromo-6-methoxypyridin-2-amine|CS-0005595

Structure of 511541-63-2

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General Information

CAS No. 511541-63-2
Cat. No. CS-0005595
Purity ≥97%
MDL No. MFCD08062946
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrN₂O
Molecular Weight 203.04
Synonym(s) 2-Amino-3-bromo-6-methoxypyridine
SMILES NC1=NC(OC)=CC=C1Br

Description

3-Bromo-6-methoxypyridin-2-amine features a pyridine core bearing bromo and methoxy substituents at meta positions relative to the amine, enabling selective cross-coupling and derivatization. The electron-deficient ring facilitates palladium-catalyzed reactions, while the amine group provides a handle for further functionalization. This compound serves as a key intermediate in medicinal chemistry and materials science.

Application

3-Bromo-6-methoxypyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle and electron-rich pyridine core. The methoxy group enhances solubility and modulates electronic properties, while the primary amine facilitates further derivatization. This compound exhibits bench stability, compatibility with standard reaction conditions, and ease of purification—key attributes for efficient synthesis of functionalized heterocycles and API intermediates.

Synthesis

Route1
- In-stock
  
  511541-62-1
- 77-78-1
- ~27%
- In-stock
  
  511541-63-2
References
- Nettekoven, Matthias Heinrich; Schmitt, Sebastien Patent: US2003/134873 A1, 2003 ;
Route2
- In-stock
  
  511541-62-1
- 74-88-4
- ~%
- In-stock
  
  511541-63-2
References
- LEO Pharma A/S; NIELSEN, Simon Feldbaek; VIFIAN, Thomas; HORNEMAN, Anne Marie; LAU, Jesper Faergemann Patent: WO2010/69322 A1, 2010 ; Location in patent: Page/Page column 112; 113 ;

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 1.4349
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-6-methoxypyridin-2-amine

CAS No. 511541-63-2

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