Methyl 3-amino-1H-pyrazole-4-carboxylate

Name: Methyl 3-amino-1H-pyrazole-4-carboxylate
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CAS No. 29097-00-5
Cat. No. CS-W022819
Purity≥96%
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+
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Methyl 3-amino-1H-pyrazole-4-carboxylate|CS-W022819

Structure of 29097-00-5

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General Information

CAS No. 29097-00-5
Cat. No. CS-W022819
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇N₃O₂
Molecular Weight 141.13
Synonym(s) Methyl 5-Amino-1H-pyrazole-4-carboxylate
SMILES O=C(C1=CNN=C1N)OC

Description

Methyl 3-amino-1H-pyrazole-4-carboxylate features a pyrazole core with strategically positioned amino and ester groups, enabling facile functionalization in medicinal chemistry. The electron-rich heterocycle supports diverse coupling reactions, while the methyl ester serves as a handle for selective derivatization. This compound exhibits good solubility in common organic solvents and stability under standard handling conditions, facilitating its use in synthetic workflows targeting bioactive scaffolds.

Application

Methyl 3-amino-1H-pyrazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazole-based scaffolds prevalent in medicinal chemistry. The amino and ester functionalities offer orthogonal reactivity, facilitating derivatization via amidation, alkylation, or coupling reactions. Its bench-stable nature and straightforward purification support reliable use in multi-step syntheses and API development workflows.

Synthesis

Route1
- 29096-99-9
- ~%
- In-stock
  
  29097-00-5
References
- Bayer CropScience AG Patent: US2008/287463 A1, 2008 ; Location in patent: Page/Page column 46 ;
Route2
- 67-56-1
- In-stock
  
  41680-34-6
- ~%
- In-stock
  
  29097-00-5
References
- Naito, Youichiro; Akahoshi, Fumihiko; Takeda, Shinji; Okada, Takehiro; Kajii, Masahiko; Nishimura, Hiroko; Sugiura, Masanori; Fukaya, Chikara; Kagitani, Yoshio Journal of Medicinal Chemistry, 1996 , vol. 39, # 15 p. 3019 - 3029

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 81
LogP -0.2215
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Methyl 3-amino-1H-pyrazole-4-carboxylate

CAS No. 29097-00-5

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