3-Ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Base Information

• Chemical Name: 3-Ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS No.: 1171892-40-2
• Molecular Formula: C₁₃H₂₀BNO₃
• Molecular Weight: 249.118
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60694489
• Wikidata: Q82623599
• Mol file: 1171892-40-2.mol

Synonyms:1171892-40-2;3-ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;5-Ethoxypyridine-3-boronic acid pinacol ester;SCHEMBL2066788;DTXSID60694489;MSTJSRQLRFPSAI-UHFFFAOYSA-N;WWB89240;MFCD11878280;AKOS015950281;DS-5629;FD10019;MB11034;5-Ethoxypyridine-3-boronicacidpinacolester;CS-0151444;FT-0731989;(5-Ethoxypyridin-3-yl)boronic acid pinacol ester;J-512408;3-ethoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine;3-ethoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine;Pyridine, 3-ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;3-ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, AldrichCPR

Chemical Property of 3-Ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property:

• Boiling Point: 360.8±27.0 °C(Predicted)
• PKA: 4.79±0.10(Predicted)
• PSA: 40.58000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 1.77950
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 249.1536237
• Heavy Atom Count: 18
• Complexity: 280

Purity/Quality:

97% ^*data from raw suppliers

3-Ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CN=C2)OCC
• Uses: 3-Ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a reagent used for the synthesis of a mesoporous organosilica grafted palladium (II) catalyst.

Technology Process of 3-Ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

There total 3 articles about 3-Ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-bromo-3-ethoxypyridine (17117-17-8) + bis(pinacol)diborane (73183-34-3) → 5-ethoxypyridine-3-boronic acid pinacol ester (1171892-40-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 1.5h; Inert atmosphere;

Reference yield:

5-bromopyridine-3-ol (74115-13-2) → 5-ethoxypyridine-3-boronic acid pinacol ester (1171892-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 60 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 1.5 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

→ 5-ethoxypyridine-3-boronic acid pinacol ester (1171892-40-2)

Guidance literature:

upstream raw materials:

5-bromo-3-ethoxypyridine

bis(pinacol)diborane

5-bromopyridine-3-ol

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