2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-yl)pyridine

Base Information

• Chemical Name: 2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-yl)pyridine
• CAS No.: 276670-26-9
• Molecular Formula: C₃₀H₂₉Br₂NO
• Molecular Weight: 579.374
• Mol file: 276670-26-9.mol

Synonyms:2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-yl)pyridine

Chemical Property of 2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-yl)pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-yl)pyridine

There total 14 articles about 2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-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: 63.0%

2-Bromo-5-[4-(4,4,5,5-tetramethyl-(1,3,2)dioxaborolan-2-yl)phenyl]pyridine (276670-27-0) + 4'-Bromo-3-hexyloxymethyl-5-iodobiphenyl (276670-19-0) → 2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-yl)pyridine (276670-26-9)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 48h; Heating;

DOI:10.1055/s-2000-6344

Reference yield: 16.0%

2-Bromo-5-(trimethylstannyl)pyridine (225932-26-3) + 4''-Bromo-5'-hexyloxymethyl-4-iodo-[1,1';3',1'']-terphenyl (276670-25-8) → 2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-yl)pyridine (276670-26-9)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 48h; Heating;

DOI:10.1055/s-2000-6344

Reference yield:

1,3-Dibromo-5-hexyloxymethylbenzene (225932-12-7) → 2-Bromo-5-(4''-bromo-5'-hexyloxymethyl-[1,1';3',1'']-terphenyl-4-yl)pyridine (276670-26-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 82 percent / BuLi

2.1: n-BuLi / diethyl ether; tetrahydrofuran; hexane / 5.5 h / -78 - 0 °C

2.2: 82 percent / triisopropyl borate / diethyl ether; tetrahydrofuran; hexane / -78 - 20 °C

3.1: dioxane / 2 h / 60 °C

4.1: 82 percent / Na₂CO₃ / (PPh₃)4Pd / toluene; H₂O / 48 h / Heating

5.1: 92 percent / ICl / CH₂Cl₂ / 1 h / -10 °C

6.1: 63 percent / (PPh₃)4Pd / toluene / 48 h / Heating

With n-butyllithium; Iodine monochloride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; water; toluene; 1.1: Metallation / 1.2: Substitution / 2.1: Metallation / 2.2: Substitution / 3.1: Esterification / 4.1: Substitution / 5.1: Substitution / 6.1: Substitution;

DOI:10.1055/s-2000-6344

upstream raw materials:

2-Bromo-5-(trimethylstannyl)pyridine

4''-Bromo-5'-hexyloxymethyl-4-iodo-[1,1';3',1'']-terphenyl

2-Bromo-5-[4-(4,4,5,5-tetramethyl-(1,3,2)dioxaborolan-2-yl)phenyl]pyridine

4'-Bromo-3-hexyloxymethyl-5-iodobiphenyl