Tel:

Email:

EN
Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

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

*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

Please choose your location and provide accurate information for you
Size Stock
Price Quantity

* Please select Quantity before adding items.

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

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.

Synthesis

  • Route1

    References

    • WO2009/74812 A1, ; Page/Page column 59; 60 ; WO 2009/074812 A1
  • Route2
    • In-stock
      1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 3-iodo-, 1,1-dimethylethyl ester|CS-0004803
      192189-18-7
    • null|null
      25015-63-8
    • ~85%
    • In-stock
      tert-Butyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate|CS-0048356
      942070-47-5

    References

    • Merkul, Eugen; Schaefer, Elisabeth; Mueller, Thomas J. J. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 9 p. 3139 - 3141
  • Route3

    References

    • SUNESIS PHARMACEUTICALS; BIOGEN IDEC, INC. Patent: WO2008/5457 A2, 2008 ; Location in patent: Page/Page column 101; 109 ; WO 2008/005457 A2

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

Quality Control

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

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

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 942070-47-5 sigma942070-47-5 manufacturer942070-47-5 price942070-47-5 structure942070-47-5 SDSbuy 942070-47-5942070-47-5 supplier942070-47-5 uses942070-47-5 molecular weightprice of 942070-47-5942070-47-5 chemical name formula of 942070-47-5
This product is not sold in the region.
Confirm
How to get a Lot Number

Lot numbers can be found on the outside label of a product:

ChemScene Label