Methyl 5-amino-2-chloroisonicotinate

Name: Methyl 5-amino-2-chloroisonicotinate
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CAS No. 1073182-59-8
Cat. No. CS-0044526
Molecule weight186.60
Purity≥97%
MDL No.MFCD11848213

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Methyl 5-amino-2-chloroisonicotinate|CS-0044526

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General Information

CAS No. 1073182-59-8
Cat. No. CS-0044526
Purity ≥97%
MDL No. MFCD11848213
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂O₂
Molecular Weight 186.60
Synonym(s) Methyl 5-aMino-2-chloropyridine-4-carboxylate
SMILES O=C(C1=CC(Cl)=NC=C1N)OC

Description

Methyl 5-amino-2-chloroisonicotinate features a strategically positioned amino group and chlorine atom on the pyridine ring, enabling selective coupling reactions in medicinal chemistry. This bench-stable derivative integrates readily into heterocyclic scaffolds, offering enhanced solubility and reactivity under standard conditions.

Application

Methyl 5-amino-2-chloroisonicotinate serves as a versatile building block in medicinal chemistry, enabling direct access to substituted isonicotinamide scaffolds. Its amino and chloro groups offer orthogonal reactivity for late-stage functionalization via Suzuki-Miyaura coupling or amide formation. The methyl ester facilitates straightforward derivatization, while the compound exhibits excellent bench stability and ease of purification—ideal for iterative synthesis campaigns in API development.

Synthesis

Route1
- In-stock
  
  58483-95-7
- 18107-18-1
- ~%
- In-stock
  
  1073182-59-8
References
- WO2008/130021 A2, ; Page/Page column 406-407 ;

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 1.1038
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 5-amino-2-chloroisonicotinate

CAS No. 1073182-59-8

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