Ethyl 4-iodo-1H-pyrazole-5-carboxylate

Name: Ethyl 4-iodo-1H-pyrazole-5-carboxylate
Brand: ChemScene
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CAS No. 179692-08-1
Cat. No. CS-W005420
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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Ethyl 4-iodo-1H-pyrazole-5-carboxylate|CS-W005420

Structure of 179692-08-1

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General Information

CAS No. 179692-08-1
Cat. No. CS-W005420
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇IN₂O₂
Molecular Weight 266.04
Synonym(s) None
SMILES CCOC(=O)C1=C(I)C=NN1

Description

Ethyl 4-iodo-1H-pyrazole-5-carboxylate features a pyrazole core with orthogonal functional handles: a sterically accessible iodide at C4 and an ester group at C5. This combination enables seamless cross-coupling reactions and downstream derivatization under standard conditions, facilitating rapid access to diverse heterocyclic scaffolds in medicinal chemistry and materials synthesis.

Application

Ethyl 4-iodo-1H-pyrazole-5-carboxylate serves as a versatile building block for the synthesis of functionalized pyrazole scaffolds. The iodine substituent enables palladium-catalyzed cross-coupling reactions, while the ester group supports further derivatization via hydrolysis or reduction. Its bench-stable nature and compatibility with diverse reaction conditions make it suitable for iterative synthetic strategies in medicinal chemistry and agrochemical development.

Synthesis

Route1
- In-stock
  
  5932-27-4
- ~50%
- In-stock
  
  179692-08-1
References
- MERCK SHARP and DOHME CORP.; ADDEX PHARMA S.A.; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; YUNFU, Luo Patent: WO2012/8999 A2, 2012 ; Location in patent: Page/Page column 47; 48 ; WO 2012/008999 A2
Route2
- 623-47-2
- ~%
- In-stock
  
  179692-08-1
References
- MERCK SHARP and DOHME CORP.; ADDEX PHARMA SA; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; LUO, Yunfu Patent: WO2012/6760 A1, 2012 ; WO 2012/006760 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

Quality Control

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Computational Chemistry Data

TPSA 54.98
LogP 1.191
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Ethyl 4-iodo-1H-pyrazole-5-carboxylate

CAS No. 179692-08-1

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