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CS-W001157 4
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tert-Butyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

  • CAS No. 942070-47-5

  • Cat. No. CS-0048356
  • Purity≥97%
  • MDL No.None
  • 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-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate|CS-0048356

Structure of 942070-47-5

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Description

tert-Butyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate features a boronate ester integrated into a pyrrolopyridine scaffold, enabling efficient cross-coupling reactions. This bench-stable reagent combines enhanced functional group tolerance with predictable reactivity in Suzuki-Miyaura transformations.

Application

tert-Butyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate serves as a versatile boron-containing building block for palladium-catalyzed cross-coupling reactions. The tetramethylborolane moiety enables reliable Suzuki-Miyaura coupling under mild conditions, while the pyrrolo[2,3-b]pyridine core provides a rigid, electron-deficient heterocyclic scaffold with established utility in medicinal chemistry. Bench-stable and readily purified by flash chromatography, it functions effectively in multi-step synthesis of functionalized polycyclic systems.

General Information

  • CAS No. 942070-47-5
  • Cat. No. CS-0048356
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₅BN₂O₄
  • Molecular Weight 344.21
  • Synonym(s) Tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-pyrrolo[2,3-B]pyridine-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1C=C(B2OC(C)(C)C(C)(C)O2)C2=CC=CN=C12

Computational Chemistry Data

  • TPSA   62.58
  • LogP   3.1187
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   1

Safety Information

Download SDS
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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