tert-Butyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate

Name: tert-Butyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate
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CAS No. 1073354-70-7
Cat. No. CS-0036251
Purity≥97%
MDL No.None

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tert-Butyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate|CS-0036251

Structure of 1073354-70-7

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General Information

CAS No. 1073354-70-7
Cat. No. CS-0036251
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₇BN₂O₄
Molecular Weight 322.21
Synonym(s) 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylic Acid tert-Butyl Ester
SMILES CC1=NN(C(=C1B2OC(C)(C)C(C)(C)O2)C)C(=O)OC(C)(C)C

Description

tert-Butyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate features a boronate ester group flanked by electron-rich pyrazole and tert-butyl functionalities. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The sterically protected dioxaborolane moiety enhances stability and compatibility with diverse reaction matrices.

Application

tert-Butyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core exhibits excellent functional group tolerance and enables efficient construction of substituted heterocyclic scaffolds. Its tert-butyl ester functionality provides enhanced solubility and simplifies purification, while the sterically protected boronate moiety ensures high stability and reproducible coupling efficiency in diverse reaction conditions.

Synthesis

Route1
- In-stock
  
  857530-80-4
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  24424-99-5
- ~%
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  1073354-70-7
References
- US2009/270359 A1, ; Page/Page column 33 ; US 20090270359 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 62.58
LogP 2.58234
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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tert-Butyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate

CAS No. 1073354-70-7

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