6-Bromo-5-chloropyridin-2-amine

Name: 6-Bromo-5-chloropyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 1004294-58-9
Cat. No. CS-0005583
Molecule weight207.46
Purity≥95%
MDL No.MFCD16556292

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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-5-chloropyridin-2-amine|CS-0005583

Structure of 1004294-58-9

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General Information

CAS No. 1004294-58-9
Cat. No. CS-0005583
Purity ≥95%
MDL No. MFCD16556292
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrClN₂
Molecular Weight 207.46
Synonym(s) 6-BroMo-5-chloro-pyridin-2-ylaMine
SMILES NC1=NC(Br)=C(Cl)C=C1

Description

6-Bromo-5-chloropyridin-2-amine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. The bromo group enables palladium-catalyzed transformations, while the chloro substituent offers selective reactivity under appropriate conditions. This scaffold integrates readily into complex heterocycles and serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

6-Bromo-5-chloropyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine ring for late-stage diversification. Its orthogonal halogenation pattern facilitates palladium-catalyzed cross-coupling reactions with high chemoselectivity. The amine functionality supports derivatization via acylation or reductive amination, while the molecule exhibits good bench stability and ease of purification—key attributes for scalable synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  19798-81-3
- ~74%
- In-stock
  
  1004294-58-9
References
- WO2014/63068 A1, ; Paragraph 00403 ;
Route2
- 1004294-57-8
- ~81%
- In-stock
  
  1004294-58-9
References
- WO2008/141119 A2, ; Page/Page column 84-85 ; WO 2008/141119 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

Quality Control

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Computational Chemistry Data

TPSA 38.91
LogP 2.0797
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Bromo-5-chloropyridin-2-amine

CAS No. 1004294-58-9

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