6-Amino-5-bromonicotinonitrile

Name: 6-Amino-5-bromonicotinonitrile
Brand: ChemScene
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CAS No. 477871-32-2
Cat. No. CS-W005190
Purity≥96%
MDL No.MFCD02102412

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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6-Amino-5-bromonicotinonitrile|CS-W005190

Structure of 477871-32-2

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General Information

CAS No. 477871-32-2
Cat. No. CS-W005190
Purity ≥96%
MDL No. MFCD02102412
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) 2-Amino-3-bromo-5-cyanopyridine
SMILES N#CC1=CN=C(N)C(Br)=C1

Description

6-Amino-5-bromonicotinonitrile features a brominated pyridine core with complementary amino and nitrile functionalities, enabling direct incorporation into heterocyclic scaffolds. This bench-stable reagent facilitates efficient coupling reactions in medicinal chemistry and agrochemical synthesis, where regioselective functionalization is critical.

Application

6-Amino-5-bromonicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of brominated heterocyclic scaffolds via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The ortho-amino and nitrile groups offer complementary reactivity for late-stage functionalization, while the bromine atom facilitates efficient coupling under standard conditions. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for scalable synthesis and API development.

Synthesis

Route1
- In-stock
  
  4214-73-7
- ~63%
- In-stock
  
  477871-32-2
References
- WO2005/90337 A1, ; Page/Page column 42-43 ; WO 2005/090337 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

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Computational Chemistry Data

TPSA 62.7
LogP 1.29798
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Amino-5-bromonicotinonitrile

CAS No. 477871-32-2

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