Methyl 2-chloro-5-nitronicotinate

Name: Methyl 2-chloro-5-nitronicotinate
Brand: ChemScene
Availability: InStock
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CAS No. 190271-88-6
Cat. No. CS-0042085
Purity≥98%
MDL No.MFCD07368888

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Methyl 2-chloro-5-nitronicotinate|CS-0042085

Structure of 190271-88-6

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General Information

CAS No. 190271-88-6
Cat. No. CS-0042085
Purity ≥98%
MDL No. MFCD07368888
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂O₄
Molecular Weight 216.58
Synonym(s) Methyl 2-chloro-5-nitropyridine-3-carboxylate, 2-Chloro-3-(methoxycarbonyl)-5-nitropyridine
SMILES O=C(OC)C1=C(Cl)N=CC([N+]([O-])=O)=C1

Description

Methyl 2-chloro-5-nitronicotinate is a bench-stable, electron-deficient heterocyclic ester featuring a chlorinated pyridine core paired with a nitro group at the 5-position. This structural motif enables direct incorporation into cross-coupling reactions and serves as a key building block for bioactive nitrogen-containing scaffolds in medicinal chemistry.

Application

Methyl 2-chloro-5-nitronicotinate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted nicotinates and pyridine derivatives. The molecule combines a reactive chloro group at C2 with a nitro function at C5, facilitating sequential functionalization via nucleophilic substitution and reduction protocols. Its bench-stable nature and compatibility with common coupling reactions make it valuable for medicinal chemistry and process development workflows.

Synthesis

Route1
- 89910-50-9
- ~10%
- In-stock
  
  190271-88-6
References
- Lee, Jinbo; Kirincich, Steve J.; Smith, Michael J.; Wilson, Douglas P.; Follows, Bruce C.; Wan, Zhao-Kui; Joseph-McCarthy, Diane M.; Erbe, David V.; Zhang, Yan-Ling; Xu, Weixin; Tam, Steve Y. Patent: US2005/203081 A1, 2005 ; Location in patent: Page/Page column 9; 26 ; US 20050203081 A1
Route2
- 67-56-1
- ~91%
- In-stock
  
  190271-88-6
References
- CURIS, INC. Patent: WO2006/50506 A1, 2006 ; Location in patent: Page/Page column 124-125 ;

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 82.33
LogP 1.4298
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 2-chloro-5-nitronicotinate

CAS No. 190271-88-6

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