4-Bromo-1-tritylpyrazole

Name: 4-Bromo-1-tritylpyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 95162-14-4
Cat. No. CS-0040201
Purity≥97%
MDL No.MFCD09907863

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 95162-14-4

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General Information

CAS No. 95162-14-4
Cat. No. CS-0040201
Purity ≥97%
MDL No. MFCD09907863
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₁₇BrN₂
Molecular Weight 389.29
Synonym(s) 4-Bromo-1-trityl-1H-pyrazole
SMILES BrC1=CN(C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)N=C1

Description

4-Bromo-1-tritylpyrazole serves as a protected pyrazole synthon for late-stage functionalization in medicinal chemistry. The trityl group provides robust protection of the nitrogen, enabling selective transformations under mild conditions. This derivative combines enhanced stability with high reactivity at the bromine site, facilitating efficient cross-coupling and diversification in complex molecule synthesis.

Application

4-Bromo-1-tritylpyrazole serves as a versatile building block for the synthesis of functionalized pyrazole derivatives, enabling efficient late-stage diversification in medicinal chemistry. The trityl group provides robust protection for the pyrazole nitrogen, ensuring stability during multistep syntheses and facilitating straightforward deprotection under mild acidic conditions. Its bromine substituent supports diverse cross-coupling reactions, including Pd-catalyzed Suzuki and Negishi transformations, making it ideal for constructing complex heterocyclic scaffolds with high functional group tolerance and excellent purification profiles.

Synthesis

Route1
- In-stock
  
  2075-45-8
- 76-83-5
- ~94%
- In-stock
  
  95162-14-4
References
- Bentzien, Joerg Martin; Takahashi, Hidenori Patent: US2008/261975 A1, 2008 ; Location in patent: Page/Page column 12 ;

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 17.82
LogP 5.4858
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-Bromo-1-tritylpyrazole

CAS No. 95162-14-4

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