8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline

Base Information

• Chemical Name: 8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline
• CAS No.: 338989-85-8
• Molecular Formula: C₃₅H₃₁N₃O₂
• Molecular Weight: 525.65

Synonyms:8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline

Chemical Property of 8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline

There total 4 articles about 8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline 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: 81.0%

2-bromo-5-methoxy-1,3-dimethyl-benzene (6267-34-1) + 8-bromo-2-[5-(4-methoxy-2,6-dimethylphenyl)-pyridin-2-yl]-1,10-phenanthroline (338989-84-7) → 8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline (338989-85-8)

Guidance literature:

2-bromo-5-methoxy-1,3-dimethyl-benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃;

8-bromo-2-[5-(4-methoxy-2,6-dimethylphenyl)-pyridin-2-yl]-1,10-phenanthroline; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; for 12h; Heating;

DOI:10.1002/1521-3773(20010216)40:4<754::AID-ANIE7540>3.0.CO;2-T

Reference yield:

2,5-dibromopyridine (624-28-2) → 8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline (338989-85-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LiR

1.2: iodine

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: zinc chloride / tetrahydrofuran; hexane / -78 - 20 °C

2.3: 85 percent / [Pd(PPh₃)4] / tetrahydrofuran; hexane / 12 h / Heating

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

3.2: zinc chloride / tetrahydrofuran; hexane / -78 - 20 °C

3.3: 77 percent / [Pd(PPh₃)4] / tetrahydrofuran; hexane / 12 h / Heating

4.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

4.2: zinc chloride / tetrahydrofuran; hexane / -78 - 20 °C

4.3: 81 percent / [Pd(PPh₃)4] / tetrahydrofuran; hexane / 12 h / Heating

With n-butyllithium; In tetrahydrofuran; hexane; 2.3: Negishi coupling / 3.3: Negishi coupling / 4.3: Negishi coupling;

DOI:10.1002/1521-3773(20010216)40:4<754::AID-ANIE7540>3.0.CO;2-T

Reference yield:

2-bromo-5-iodo-pyridine (73290-22-9) → 8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline (338989-85-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

1.2: zinc chloride / tetrahydrofuran; hexane / -78 - 20 °C

1.3: 85 percent / [Pd(PPh₃)4] / tetrahydrofuran; hexane / 12 h / Heating

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: zinc chloride / tetrahydrofuran; hexane / -78 - 20 °C

2.3: 77 percent / [Pd(PPh₃)4] / tetrahydrofuran; hexane / 12 h / Heating

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

3.2: zinc chloride / tetrahydrofuran; hexane / -78 - 20 °C

3.3: 81 percent / [Pd(PPh₃)4] / tetrahydrofuran; hexane / 12 h / Heating

With n-butyllithium; In tetrahydrofuran; hexane; 1.3: Negishi coupling / 2.3: Negishi coupling / 3.3: Negishi coupling;

DOI:10.1002/1521-3773(20010216)40:4<754::AID-ANIE7540>3.0.CO;2-T

upstream raw materials:

2-bromo-5-methoxy-1,3-dimethyl-benzene

8-bromo-2-[5-(4-methoxy-2,6-dimethylphenyl)-pyridin-2-yl]-1,10-phenanthroline

2,5-dibromopyridine

2-bromo-5-iodo-pyridine

Downstream raw materials:

8-{4-[2-(4'-allyloxybiphenyl-4-yloxy)ethoxy]-2,6-dimethylphenyl}-2-(5-{4-[2-(4'-allyloxybiphenyl-4-yloxy)ethoxy]-2,6-dimethylphenyl}pyridin-2-yl)-[1,10]-phenanthroline

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