5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine

Base Information

• Chemical Name: 5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine
• CAS No.: 182803-04-9
• Molecular Formula: C₃₉H₃₃N₅O
• Molecular Weight: 587.724

Synonyms:5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine

Chemical Property of 5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine

Chemical Property:

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Technology Process of 5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine

There total 5 articles about 5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine 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: 56.0%

2-methyl-9-(p-anisyl)-1,10-phenanthroline (142942-22-1) + 5-(3-bromo-1-propyl)-5''-methyl-2,2':6',2''-terpyridine (182803-03-8) → 5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine (182803-04-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; Ambient temperature;

DOI:10.1039/CC9960002005

Reference yield:

5,5''-dimethyl-2,2':6',2''-terpyridine (158589-14-1) → 5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine (182803-04-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, a) -78 deg C, 2 h, b) 0 deg C, 0.5 h, 2.) THF, from 0 deg C to RT, 16 h

2: 85 percent / aq. HCl, EtOH / 3 h / Heating

3: 95 percent / Et₃N / CH₂Cl₂ / 4 h / -3 °C

4: 97 percent / LiBr / acetone / 1 h / Heating

5: 1.) LDA / 1.) THF, a) -78 deg C, 2 h, 2.) from -78 deg C to 10 deg C, 1 h, 2.) THF, from 0 deg C to RT, overnight

With hydrogenchloride; ethanol; triethylamine; lithium bromide; lithium diisopropyl amide; In dichloromethane; acetone;

DOI:10.1021/ja984051w

Reference yield:

5-(3-hydroxy-1-propyl)-5-methyl-2,2':6',2-terpyridine (182803-00-5) → 5''-{4-[9-(4-Methoxy-phenyl)-[1,10]phenanthrolin-2-yl]-butyl}-5-methyl-[2,2';6',2'']terpyridine (182803-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 4 h / -3 °C

2: 97 percent / LiBr / acetone / 1 h / Heating

3: 1.) LDA / 1.) THF, a) -78 deg C, 2 h, 2.) from -78 deg C to 10 deg C, 1 h, 2.) THF, from 0 deg C to RT, overnight

With triethylamine; lithium bromide; lithium diisopropyl amide; In dichloromethane; acetone;

DOI:10.1021/ja984051w

upstream raw materials:

2-methyl-9-(p-anisyl)-1,10-phenanthroline

5-(3-bromo-1-propyl)-5''-methyl-2,2':6',2''-terpyridine

5,5''-dimethyl-2,2':6',2''-terpyridine

5-(3-hydroxy-1-propyl)-5-methyl-2,2':6',2-terpyridine

Downstream raw materials:

Cu(C₃₄H₃₄N₂O₆)(OCH₃C₆H₄C₁₂H₆N₂(CH₂)4(C₅H₃N)3CH₃)⁽¹⁺⁾*BF₄^(1-)=[Cu(C₃₄H₃₄N₂O₆)(OCH₃C₆H₄C₁₂H₆N₂(CH₂)4(C₅H₃N)3CH₃)]BF₄

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