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

  • CAS No. 864770-82-1

  • Cat. No. CS-0085367
  • Purity≥97%
  • MDL No.MFCD13195073
  • HazMat Fee +

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

tert-Butyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate|CS-0085367

Structure of 864770-82-1

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Description

tert-Butyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate delivers a boronate-functionalized indazole scaffold with enhanced stability and solubility. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling protocols, enabling efficient C–C bond formation under mild conditions. The tetramethyl-substituted dioxaborolane moiety ensures high functional group tolerance and compatibility with diverse reaction environments.

Application

tert-Butyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura coupling reactions. The indazole core provides a rigid, bioactive scaffold commonly found in pharmaceuticals, while the tert-butyl ester offers stability and ease of deprotection. The pinacol boronate group enables efficient cross-coupling under mild conditions, with excellent functional group tolerance and bench stability, making it ideal for iterative synthesis in medicinal chemistry and API development workflows.

General Information

  • CAS No. 864770-82-1
  • Cat. No. CS-0085367
  • Purity ≥97%
  • MDL No. MFCD13195073
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₇BN₂O₄
  • Molecular Weight 358.24
  • Synonym(s) 1-N-Boc-3-methyl-indazole-5-boronic acid pinacol ester
  • SMILES O=C(N1N=C(C)C2=C1C=CC(B3OC(C)(C)C(C)(C)O3)=C2)OC(C)(C)C

Computational Chemistry Data

  • TPSA   62.58
  • LogP   3.42712
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   1

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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