1-(Cyclopropylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Name: 1-(Cyclopropylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 1000801-75-1
Cat. No. CS-W006691
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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1-(Cyclopropylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W006691

Structure of 1000801-75-1

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General Information

CAS No. 1000801-75-1
Cat. No. CS-W006691
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₁BN₂O₂
Molecular Weight 248.13
Synonym(s) 1-CyclopropylMethyl-1H-pyrazole-4-boronic acid, pinacol ester
SMILES CC1(C)C(C)(C)OB(C2=CN(CC3CC3)N=C2)O1

Description

1-(Cyclopropylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate reagent featuring a cyclopropylmethyl group that enhances lipophilicity and metabolic stability. This pyrazole scaffold integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering substituted heterocycles with high functional group tolerance.

Application

1-(Cyclopropylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides metabolic stability and favorable pharmacophore properties, while the pinacol borane group enables robust coupling under mild conditions. Bench-stable and readily purified by flash chromatography, it functions effectively in late-stage functionalization and heterocyclic scaffold elaboration common in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  269410-08-4
- In-stock
  
  7051-34-5
- ~%
- In-stock
  
  1000801-75-1
References
- INCYTE CORPORATION; ZHANG, Colin; QIAN, Ding-quan; ZHUO, Jincong; YAO, Wenqing Patent: WO2010/75270 A1, 2010 ; Location in patent: Page/Page column 158 ; WO 2010/075270 A1
Route2
- In-stock
  
  1216152-26-9
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  1000801-75-1
References
- ORION CORPORATION; LINNANEN, Tero; WOHLFAHRT, Gerd; NANDURI, Srinivas; UJJINAMATADA, Ravi; RAJAGOPALAN, Srinivasan; MUKHERJEE, Subhendu Patent: WO2013/53983 A1, 2013 ; Location in patent: Page/Page column 33; 34 ;

Safety Information

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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 36.28
LogP 1.5923
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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1-(Cyclopropylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

CAS No. 1000801-75-1

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