1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

Base Information

• Chemical Name: 1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
• CAS No.: 1421256-89-4
• Molecular Formula: C₃₁H₂₅BF₂N₄
• Molecular Weight: 502.374
• Mol file: 1421256-89-4.mol

Synonyms:1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

Chemical Property of 1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

There total 6 articles about 1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene 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: 80.7%

2-iodo-1,3,5,7-tetramethyl-8-phenyl-4,4-difluoro-4-bora-3a-azonia-4a-aza-s-indacence (1296869-56-1) + 5-ethynyl-2,2'-bipyridine (162318-34-5) → 1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (1421256-89-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ic302210b

Reference yield: 43.8%

2-iodo-1,3,5,7-tetramethyl-8-phenyl-4,4-difluoro-4-bora-3a-azonia-4a-aza-s-indacence (1296869-56-1) + 5-ethynyl-2,2'-bipyridine (162318-34-5) → 1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (1421256-89-4) + 5-(phenylethynyl)-2,2'-bipyridine

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In tetrahydrofuran; for 8h; Reflux; Inert atmosphere;

DOI:10.1039/c3tc30592a

Reference yield:

5-[(trimethylsilyl)ethynyl]-2,2'-bipyridine (187026-84-2) → 1,3,5,7-tetramethyl-2-(5-ethynyl-2,2’-bipyridine)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (1421256-89-4) + 5-(phenylethynyl)-2,2'-bipyridine

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

2: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine / tetrahydrofuran / 8 h / Reflux; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; 2: |Sonogashira Cross-Coupling;

DOI:10.1039/c3tc30592a

upstream raw materials:

benzoyl chloride

2-iodo-1,3,5,7-tetramethyl-8-phenyl-4,4-difluoro-4-bora-3a-azonia-4a-aza-s-indacence

5-ethynyl-2,2'-bipyridine

2,4-dimethyl-1H-pyrrole