Methyl 2-Amino-5-bromoisonicotinate

Name: Methyl 2-Amino-5-bromoisonicotinate
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CAS No. 882499-87-8
Cat. No. CS-D0775
Purity≥95%
MDL No.MFCD09027294

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 2-Amino-5-bromoisonicotinate|CS-D0775

Structure of 882499-87-8

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General Information

CAS No. 882499-87-8
Cat. No. CS-D0775
Purity ≥95%
MDL No. MFCD09027294
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrN₂O₂
Molecular Weight 231.05
Synonym(s) methyl 2-amino-5-bromo-pyridine-4-carboxylate
SMILES O=C(OC)C1=C(Br)C=NC(N)=C1

Description

Methyl 2-amino-5-bromoisonicotinate features a brominated pyridine core with a strategically positioned amino group, enabling direct functionalization in late-stage derivatization. The methyl ester facilitates subsequent hydrolysis or coupling reactions, while the electron-deficient ring enhances reactivity in cross-coupling processes. This bench-stable compound serves as a key building block for bioactive heterocycles and pharmaceutical intermediates.

Application

Methyl 2-Amino-5-bromoisonicotinate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine ring via palladium-catalyzed cross-coupling. The amino and bromo groups provide orthogonal reactivity for sequential modifications, while the methyl ester facilitates downstream derivatization. Its bench-stable crystalline form enables straightforward handling and purification, making it well-suited for scalable synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  6937-03-7
- ~33%
- In-stock
  
  882499-87-8
References
- NOVARTIS AG; NOVARTIS PHARMA GMBH Patent: WO2007/113226 A1, 2007 ; Location in patent: Page/Page column 126-127 ;

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 65.21
LogP 1.2129
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 2-Amino-5-bromoisonicotinate

CAS No. 882499-87-8

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