2-Amino-6-bromonicotinonitrile

Name: 2-Amino-6-bromonicotinonitrile
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CAS No. 1805556-84-6
Cat. No. CS-0199002
Purity≥98%
MDL No.None

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2-Amino-6-bromonicotinonitrile|CS-0199002

Structure of 1805556-84-6

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General Information

CAS No. 1805556-84-6
Cat. No. CS-0199002
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) None
SMILES N#CC1=C(N)N=C(Br)C=C1

Description

2-Amino-6-bromonicotinonitrile features a brominated pyridine core with complementary amino and nitrile functionalities, enabling direct incorporation into heterocyclic scaffolds. This bench-stable reagent facilitates efficient access to bioactive intermediates in medicinal chemistry through palladium-catalyzed coupling and electrophilic substitution reactions.

Application

2-Amino-6-bromonicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted pyridine scaffolds via cross-coupling and nucleophilic substitution reactions. The bromo group facilitates Pd-catalyzed coupling, while the nitrile and amino functionalities offer orthogonal handles for further derivatization. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthetic campaigns in API development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P261-P280-P304+P340

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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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2-Amino-6-bromonicotinonitrile

CAS No. 1805556-84-6

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