4-Bromo-1-(cyclopropylmethyl)-1H-pyrazole

Name: 4-Bromo-1-(cyclopropylmethyl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 1216152-26-9
Cat. No. CS-0098074
Purity≥97%
MDL No.MFCD12403651

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Bromo-1-(cyclopropylmethyl)-1H-pyrazole|CS-0098074

Structure of 1216152-26-9

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General Information

CAS No. 1216152-26-9
Cat. No. CS-0098074
Purity ≥97%
MDL No. MFCD12403651
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉BrN₂
Molecular Weight 201.07
Synonym(s) None
SMILES BrC1=CN(N=C1)CC2CC2

Description

4-Bromo-1-(cyclopropylmethyl)-1H-pyrazole is a bench-stable heterocyclic scaffold featuring a bromine substituent at the C4 position and a cyclopropylmethyl group at N1. This combination imparts enhanced lipophilicity and metabolic stability, enabling efficient coupling in cross-coupling reactions. The molecule serves as a key building block for bioactive compounds in medicinal chemistry and agrochemical development.

Application

4-Bromo-1-(cyclopropylmethyl)-1H-pyrazole serves as a versatile building block for medicinal chemistry and catalytic cross-coupling reactions. The bromine substituent enables palladium-catalyzed transformations such as Suzuki, Stille, and Negishi couplings, while the cyclopropylmethyl group provides steric and electronic modulation. This compound exhibits excellent bench stability, facilitates straightforward purification, and functions effectively in the synthesis of functionalized heterocycles and bioactive scaffolds.

Synthesis

Route1
- In-stock
  
  2075-45-8
- In-stock
  
  7051-34-5
- ~%
- In-stock
  
  1216152-26-9
References
- WO2013/53983 A1, ; Page/Page column 33 ;

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 17.82
LogP 2.0556
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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4-Bromo-1-(cyclopropylmethyl)-1H-pyrazole

CAS No. 1216152-26-9

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