5-Bromo-2-chloropyridine-3,4-diamine

Name: 5-Bromo-2-chloropyridine-3,4-diamine
Brand: ChemScene
Availability: InStock
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CAS No. 163452-78-6
Cat. No. CS-0040456
Purity≥97%
MDL No.MFCD02266941

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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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5-Bromo-2-chloropyridine-3,4-diamine|CS-0040456

Structure of 163452-78-6

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General Information

CAS No. 163452-78-6
Cat. No. CS-0040456
Purity ≥97%
MDL No. MFCD02266941
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrClN₃
Molecular Weight 222.47
Synonym(s) 5-BroMo-2-chloro-3,4-pyridinediaMine
SMILES NC1=C(N)C(Br)=CN=C1Cl

Description

5-Bromo-2-chloropyridine-3,4-diamine features a pyridine core functionalized with bromo and chloro substituents at the 5- and 2-positions, respectively, flanking two diamino groups. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling direct coupling reactions and facilitating access to complex nitrogen-containing scaffolds under standard conditions.

Application

5-Bromo-2-chloropyridine-3,4-diamine serves as a versatile building block in medicinal chemistry and agrochemical synthesis. The molecule features orthogonal halogen handles (Br at C5, Cl at C2) and two primary amine groups, enabling sequential cross-coupling reactions or derivatization under standard Pd-catalyzed conditions. Its bench-stable crystalline form facilitates handling and purification, while the electron-deficient pyridine core supports diverse functional group transformations. Widely used in constructing kinase inhibitors and heterocyclic scaffolds, it functions reliably in multi-step synthetic sequences requiring selective reactivity.

Synthesis

Route1
- In-stock
  
  89284-05-9
- ~68%
- In-stock
  
  163452-78-6
References
- Antoine, Maud; Czech, Michael; Gerlach, Matthias; Guenther, Eckhard; Schuster, Tilmann; Marchand, Pascal Synthesis, 2011 , # 5 p. 794 - 806
Route2
- 504-24-5
- ~%
- In-stock
  
  163452-78-6
References
- Synthesis, , # 5 p. 794 - 806
Route3
- 26482-55-3
- ~%
- In-stock
  
  163452-78-6
References
- Synthesis, , # 5 p. 794 - 806

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 64.93
LogP 1.6619
H_Acceptors 3
H_Donors 2
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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5-Bromo-2-chloropyridine-3,4-diamine

CAS No. 163452-78-6

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