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Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate

  • CAS No. 864754-16-5

  • Cat. No. CS-W012278
  • Purity≥97%
  • MDL No.MFCD08706026

*For research and further manufacturing use only, not for direct human use.

Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate|CS-W012278

Structure of 864754-16-5

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General Information

  • CAS No. 864754-16-5
  • Cat. No. CS-W012278
  • Purity ≥97%
  • MDL No. MFCD08706026
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₁BN₂O₄
  • Molecular Weight 280.13
  • Synonym(s) Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetate
  • SMILES O=C(OCC)CN1N=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate integrates a pyrazole scaffold with a stable boronate ester for efficient Suzuki-Miyaura coupling. This bench-stable reagent enables direct C–C bond formation in late-stage functionalization and heterocyclic synthesis under mild conditions.

Application

Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The pyrazole moiety provides a rigid, polar heterocyclic scaffold with established utility in medicinal chemistry, while the boronate group enables efficient C–C bond formation under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid access to complex molecular architectures in both academic and industrial R&D settings.

Synthesis

  • Route1

    References

    • WO2008/88881 A1, ; Page/Page column 52 ; WO 2008/088881 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   0.7454
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   4

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