Methyl 4-methyl-5-nitropyridine-2-carboxylate

Name: Methyl 4-methyl-5-nitropyridine-2-carboxylate
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CAS No. 868551-30-8
Cat. No. CS-0049029
Molecule weight196.16
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 4-methyl-5-nitropyridine-2-carboxylate|CS-0049029

Structure of 868551-30-8

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General Information

CAS No. 868551-30-8
Cat. No. CS-0049029
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈N₂O₄
Molecular Weight 196.16
Synonym(s) 2-Pyridinecarboxylic acid, 4-methyl-5-nitro-, methyl ester
SMILES COC(=O)C1=NC=C(C(C)=C1)[N+]([O-])=O

Description

Methyl 4-methyl-5-nitropyridine-2-carboxylate features a pyridine core bearing a nitro group at C5 and a methyl substituent at C4, enabling electronic modulation for synthetic applications. The ester functionality facilitates downstream derivatization, while the electron-deficient ring supports nucleophilic substitution reactions under mild conditions. This compound serves as a key intermediate in medicinal chemistry and heterocyclic synthesis.

Application

Methyl 4-methyl-5-nitropyridine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through selective reduction and functionalization. The nitro group facilitates downstream transformations such as amine formation or coupling reactions, while the ester moiety supports cross-coupling and nucleophilic substitution. Bench-stable and readily purified by column chromatography, it functions effectively in medicinal chemistry campaigns requiring nitrogen-rich core structures.

Synthesis

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- 67-56-1
- In-stock
  
  5832-43-9
- ~%
- In-stock
  
  868551-30-8
References
- NOVARTIS AG; HOMMEL, Ulrich; LORTHIOIS, Edwige Liliane Jeanne; MAIBAUM, Juergen Klaus; OSTERMANN, Nils; RANDL, Stefan Andreas; VULPETTI, Anna Patent: WO2014/2057 A1, 2014 ; Location in patent: Page/Page column 56 ;

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 1.08482
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 4-methyl-5-nitropyridine-2-carboxylate

CAS No. 868551-30-8

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