Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (CAS: 942919-26-8) is a high-purity boronate ester derivative, widely utilized as a key intermediate in organic synthesis and pharmaceutical research. With the molecular formula C₁₃H₁₇BN₂O₂, this compound features a stable dioxaborolane ring coupled with a pyrrolopyridine moiety, making it an excellent building block for Suzuki-Miyaura cross-coupling reactions. Its robust structure ensures compatibility with a variety of reaction conditions, enabling the synthesis of complex heterocyclic compounds. Ideal for researchers in medicinal chemistry, this product is rigorously tested for purity and consistency, ensuring reliable performance in your laboratory workflows.

Properties

• CAS Number: 942919-26-8
• Complexity: 319
• IUPAC Name: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine
• InChI: InChI=1S/C13H17BN2O2/c1-12(2)13(3,4)18-14(17-12)10-6-8-16-11-9(10)5-7-15-11/h5-8H,1-4H3,(H,15,16)
• InChI Key: OYFHAWAVFVJOBN-UHFFFAOYSA-N
• Exact Mass: 244.1383080
• Molecular Formula: C13H17BN2O2
• Molecular Weight: 244.10
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C3C=CNC3=NC=C2
• Topological: 47.1
• Monoisotopic Mass: 244.1383080
• Synonyms: 942919-26-8, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRROLO[2,3-B]PYRIDINE, DTXSID60677974, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(2,3-b)pyridine, DTXCID00628723, 857-462-9, 7-Azaindole-4-boronic acid pinacol ester, 1H-Pyrrolo[2,3-b]pyridine, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine, MFCD11616360, 1H-Pyrrolo[2,3-B]pyridine-4-boronic acid pinacol ester, OYFHAWAVFVJOBN-UHFFFAOYSA-N, SCHEMBL614171, BCP15202, CS-B0489, (1H-PYRROLO[2,3-B]PYRIDIN-4-YL)BORONIC ACID PINACOL ESTER, AKOS015949524, PB23888, DS-16985, SY029281, EN300-97744, 1H-Pyrrolo[2,3-B]pyridine-4-boronicacidpinacolester, Z1317588769, 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxa borolan-2-yl)-1H-pyrrolo[2,3-b]pyridine, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine, AldrichCPR

Application

This compound is primarily employed in the synthesis of biologically active molecules, particularly in the development of kinase inhibitors and other pharmaceutical agents. Its boronate ester group facilitates efficient cross-coupling reactions, enabling the construction of diverse aromatic and heteroaromatic systems. Researchers also utilize it in the preparation of fluorescent probes and materials science applications. The stability and reactivity of this reagent make it a valuable tool for advanced organic synthesis.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• 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, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.