6-Bromo-4-methylpyridin-2-amine

Name: 6-Bromo-4-methylpyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 73895-98-4
Cat. No. CS-0043073
Purity≥98%
MDL No.MFCD11036206

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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-Bromo-4-methylpyridin-2-amine|CS-0043073

Structure of 73895-98-4

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General Information

CAS No. 73895-98-4
Cat. No. CS-0043073
Purity ≥98%
MDL No. MFCD11036206
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrN₂
Molecular Weight 187.04
Synonym(s) 6-bromo-4-methyl-pyridin-2-ylamine
SMILES CC1=CC(Br)=NC(N)=C1

Description

6-Bromo-4-methylpyridin-2-amine features a bromine substituent at the 6-position and a methyl group at the 4-position on a pyridine core, enabling selective functionalization in cross-coupling reactions. The ortho-amino group facilitates metal coordination and conjugation, while the electron-deficient pyridine ring supports nucleophilic substitution. This scaffold delivers high reactivity under standard conditions and integrates efficiently into complex heterocyclic architectures.

Application

6-Bromo-4-methylpyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromine and amine functionalities. The methyl group enhances electron density at the pyridine ring, facilitating subsequent functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for constructing heterocyclic scaffolds in API development.

Synthesis

Route1
- 72060-94-7
- ~65%
- In-stock
  
  73895-98-4
References
- US5374604 A1, ;
Route2
- In-stock
  
  598-09-4
- 72060-94-7
- ~%
- In-stock
  
  73895-98-4
References
- US5707932 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

Quality Control

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Computational Chemistry Data

TPSA 38.91
LogP 1.73472
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Bromo-4-methylpyridin-2-amine

CAS No. 73895-98-4

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