Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

Name: Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 309740-49-6
Cat. No. CS-0049222
Purity≥98%
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+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate|CS-0049222

Structure of 309740-49-6

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General Information

CAS No. 309740-49-6
Cat. No. CS-0049222
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇N₃O₄
Molecular Weight 185.14
Synonym(s) Methyl 1-Methyl-4-nitropyrazole-5-carboxylate
SMILES COC(=O)C1=C(C=NN1C)[N+]([O-])=O

Description

Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate features a nitro-substituted pyrazole core with a methyl ester handle, enabling direct incorporation into diverse heterocyclic scaffolds. The electron-deficient pyrazole ring facilitates nucleophilic displacement and cycloaddition reactions, while the bench-stable ester group supports modular synthesis under standard conditions.

Application

Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to functionalized pyrazole scaffolds. The nitro group at C4 facilitates subsequent reductions and coupling reactions, while the ester functionality supports derivatization via hydrolysis or nucleophilic substitution. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  138786-86-4
- 74-88-4
- ~32%
- In-stock
  
  400877-57-8
- In-stock
  
  309740-49-6
References
- KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY Patent: US2010/63106 A1, 2010 ; Location in patent: Page/Page column 11;13 ;
Route2
- 67-56-1
- In-stock
  
  92534-69-5
- ~84%
- In-stock
  
  309740-49-6
References
- KALYPSYS, INC. Patent: WO2009/26241 A1, 2009 ; Location in patent: Page/Page column 66-67 ; WO 2009/026241 A1

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 87.26
LogP 0.1149
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

CAS No. 309740-49-6

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