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Atomfair 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one C13H17BN2O3 CAS 1207623-97-9

5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one (CAS: 1207623-97-9) is a high-purity boronic ester derivative with the molecular formula C13H17BN2O3. This compound features a pyrrolopyridinone scaffold tethered to a pinacol boronate ester group, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other boron-mediated transformations. Its stable dioxaborolane ring ensures excellent handling and storage stability under inert conditions. Ideal for pharmaceutical research, material science, and agrochemical development, this reagent is supplied as a crystalline solid with ≥95% purity (HPLC). Suitable for use in organic synthesis, medicinal chemistry, and drug discovery , it is packaged under argon to prevent degradation.

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Description

5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one (CAS: 1207623-97-9) is a high-purity boronic ester derivative with the molecular formula C13H17BN2O3. This compound features a pyrrolopyridinone scaffold tethered to a pinacol boronate ester group, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other boron-mediated transformations. Its stable dioxaborolane ring ensures excellent handling and storage stability under inert conditions. Ideal for pharmaceutical research, material science, and agrochemical development, this reagent is supplied as a crystalline solid with ≥95% purity (HPLC). Suitable for use in organic synthesis, medicinal chemistry, and drug discovery, it is packaged under argon to prevent degradation.

Properties

  • CAS Number: 1207623-97-9
  • Complexity: 383
  • IUPAC Name: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydropyrrolo[2,3-b]pyridin-2-one
  • InChI: InChI=1S/C13H17BN2O3/c1-12(2)13(3,4)19-14(18-12)9-5-8-6-10(17)16-11(8)15-7-9/h5,7H,6H2,1-4H3,(H,15,16,17)
  • InChI Key: SQTORENJRGJAKX-UHFFFAOYSA-N
  • Exact Mass: 260.1332226
  • Molecular Formula: C13H17BN2O3
  • Molecular Weight: 260.10
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(NC(=O)C3)N=C2
  • Topological: 60.5
  • Monoisotopic Mass: 260.1332226
  • Synonyms: 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one, 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H,2H,3H-pyrrolo(2,3-b)pyridin-2-one, 825-224-3, 1207623-97-9, 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRROLO[2,3-B]PYRIDIN-2(3H)-ONE, 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1,3-DIHYDRO-2H-PYRROLO[2,3-B]PYRIDIN-2-ONE, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydropyrrolo[2,3-b]pyridin-2-one, MFCD16995984, (2-Oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid pinacol ester, SCHEMBL393621, DTXSID70726109, SQTORENJRGJAKX-UHFFFAOYSA-N, HYB62397, AKOS025146842, PB18180, 2-OXO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE-5-BORONIC ACID PINACOL ESTER, NCGC00662674-01, AS-51138, SY042406, CS-0050745, EN300-105372, P11974, Z1380202800, 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-7-AZAINDOLIN-2-ONE, 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one

Application

This boronic ester is widely used as a key building block in Pd-catalyzed cross-coupling reactions to construct biaryl or heteroaryl structures prevalent in drug candidates. Researchers employ it in the synthesis of kinase inhibitors and other bioactive molecules targeting cancer and CNS disorders. Its stability and reactivity also make it valuable for creating functionalized polymers or OLED materials. Handle under inert conditions to preserve boronate integrity.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2A (100%)
  • STOT SE 3 (100%)

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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