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

Name: Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate
Brand: ChemScene
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CAS No. 110860-60-1
Cat. No. CS-W022858
Purity≥98%
MDL No.MFCD08693264

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Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate|CS-W022858

Structure of 110860-60-1

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General Information

CAS No. 110860-60-1
Cat. No. CS-W022858
Purity ≥98%
MDL No. MFCD08693264
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₉N₃O₂
Molecular Weight 155.16
Synonym(s) 5-amino-1-methyl-4-pyrazolecarboxylic acid methyl ester
SMILES COC(=O)C1=C(N)N(C)N=C1

Description

Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate features a pyrazole core functionalized with an amino group at C5 and a methyl ester at C4, enabling direct incorporation into diverse heterocyclic scaffolds. The electron-rich pyrazole ring facilitates transition metal-catalyzed coupling reactions, while the amine moiety offers a handle for derivatization under mild conditions. This bench-stable reagent streamlines access to bioactive pyrazole-based compounds in medicinal chemistry.

Application

Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrazole scaffolds. The amino and ester functionalities offer orthogonal reactivity for derivatization via amidation, acylation, or coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols facilitate straightforward purification and integration into medicinal chemistry campaigns targeting kinase inhibitors and other bioactive molecules.

Synthesis

Route1
- 13974-74-8
- 60-34-4
- ~51%
- In-stock
  
  110860-60-1
References
- FUJIFILM Corporation Patent: EP2230278 A2, 2010 ; Location in patent: Page/Page column 33 ;

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 70.14
LogP -0.2111
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

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

CAS No. 110860-60-1

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