4-Iodo-1-trityl-1H-pyrazole

Name: 4-Iodo-1-trityl-1H-pyrazole
Brand: ChemScene
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CAS No. 191980-54-8
Cat. No. CS-W020447
Purity≥97%
MDL No.MFCD23135653

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 191980-54-8

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General Information

CAS No. 191980-54-8
Cat. No. CS-W020447
Purity ≥97%
MDL No. MFCD23135653
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₁₇IN₂
Molecular Weight 436.29
Synonym(s) 4-iodo-1-tritylpyrazole
SMILES IC1=CN(C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)N=C1

Description

4-Iodo-1-trityl-1H-pyrazole features a trityl-protected pyrazole core with a reactive iodo substituent, enabling selective C–H functionalization. The trityl group provides steric shielding and enhanced solubility, while the iodine serves as a handle for palladium-catalyzed cross-coupling reactions under standard conditions. This derivative supports efficient access to complex heterocyclic scaffolds in synthetic organic chemistry.

Application

4-Iodo-1-trityl-1H-pyrazole serves as a robust building block for the synthesis of functionalized pyrazole scaffolds in medicinal chemistry and catalytic cross-coupling workflows. The trityl group provides excellent stability and facilitates purification, while the iodide enables reliable Suzuki-Miyaura and Stille coupling reactions. Its bench-stable nature and orthogonal reactivity make it ideal for late-stage diversification in complex molecule assembly.

Synthesis

Route1
- In-stock
  
  3469-69-0
- 76-83-5
- ~93%
- In-stock
  
  191980-54-8
References
- Elguero, Jose; Jaramillo, Carlos; Pardo, Carmen Synthesis, 1997 , # 5 p. 563 - 566

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 17.82
LogP 5.3279
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Iodo-1-trityl-1H-pyrazole

CAS No. 191980-54-8

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