2-Amino-5-bromo-4-chloropyridine

Name: 2-Amino-5-bromo-4-chloropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 942947-94-6
Cat. No. CS-W009193
Purity≥95%
MDL No.MFCD12407282

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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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2-Amino-5-bromo-4-chloropyridine|CS-W009193

Structure of 942947-94-6

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General Information

CAS No. 942947-94-6
Cat. No. CS-W009193
Purity ≥95%
MDL No. MFCD12407282
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrClN₂
Molecular Weight 207.46
Synonym(s) 5-Bromo-4-chloropyridin-2-amine
SMILES ClC1=CC(N)=NC=C1Br

Description

2-Amino-5-bromo-4-chloropyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. The amino group enables direct incorporation into heterocyclic scaffolds, while the bromo and chloro substituents facilitate palladium-catalyzed transformations. This compound offers high stability under standard conditions and serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

2-Amino-5-bromo-4-chloropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The amino group facilitates electrophilic substitution and coordination in transition metal catalysis, while the bromo and chloro substituents offer distinct reactivity profiles for sequential functionalization. Bench-stable and amenable to purification by recrystallization, it supports scalable synthesis of pyridine-based pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

Route1
- In-stock
  
  19798-80-2
- ~80%
- In-stock
  
  942947-94-6
References
- MERCK PATENT GMBH; CANCER RESEARCH TECHNOLOGY LIMITED; SCHIEMANN, kai; STIEBER, Frank; BLAGG, Julian; MALLINGER, Aurelie; WAALBOER, Dennis; RINK, Christian; CRUMPLER, Simon Ross Patent: WO2014/63778 A1, 2014 ; Location in patent: Page/Page column 22; 23 ;

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 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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2-Amino-5-bromo-4-chloropyridine

CAS No. 942947-94-6

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