Methyl 2-amino-6-chloroisonicotinate

Name: Methyl 2-amino-6-chloroisonicotinate
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CAS No. 1005508-80-4
Cat. No. CS-0196452
Molecule weight186.60
Purity≥95%
MDL No.None

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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+
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Methyl 2-amino-6-chloroisonicotinate|CS-0196452

Structure of 1005508-80-4

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General Information

CAS No. 1005508-80-4
Cat. No. CS-0196452
Purity ≥95%
MDL No. None
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 6-chloro-anthranilate
SMILES O=C(OC)C1=CC(Cl)=NC(N)=C1

Description

Methyl 2-amino-6-chloroisonicotinate is a bench-stable, moisture-tolerant heterocyclic building block featuring a para-chloro substituent and an ortho-amino group on the pyridine ring. This electron-deficient scaffold integrates readily into pharmaceutical intermediates, enabling efficient coupling reactions under standard conditions.

Application

Methyl 2-amino-6-chloroisonicotinate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. Its amino and chloro groups offer orthogonal reactivity for sequential functionalization, while the methyl ester facilitates downstream transformations. The compound exhibits excellent bench stability and compatibility with standard coupling and cyclization protocols, supporting reliable synthesis of heterocyclic intermediates and API candidates.

Synthesis

Route1
- 67-56-1
- In-stock
  
  6313-55-9
- ~72%
- In-stock
  
  1005508-80-4
References
- BRACCO IMAGING S.P.A.; SWENSON, Rolf, E.; RAJU, Natarajan; ESTRELLA-JIMENEZ, Maria, E.; RAMALINGAM, Kondareddiar Patent: WO2011/159864 A1, 2011 ; Location in patent: Page/Page column 26 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-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 2-amino-6-chloroisonicotinate

CAS No. 1005508-80-4

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