5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-2-yl)pyridine

Base Information

Chemical Name:5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-2-yl)pyridine
CAS No.:851605-46-4
Molecular Formula:C₄₉H₆₄N₂O₂Si
Molecular Weight:741.145
Hs Code.:

Synonyms:5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-2-yl)pyridine

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Chemical Property of 5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-2-yl)pyridine

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Technology Process of 5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-2-yl)pyridine

There total 7 articles about 5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-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:

: 624-28-2
2,5-dibromopyridine

: 851605-46-4
5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-2-yl)pyridine

Guidance literature:: Multi-step reaction with 7 steps

1.1: nBuLi / diethyl ether; hexane / 3 h / -78 °C

1.2: 75 percent / 1,2-diiodoethane / diethyl ether; hexane / -78 - 20 °C

2.1: Bu₄NBr; Na₂CO₃; [Pd(PPh₃)4] / toluene; H₂O / 96 h / Heating

3.1: BuLi; Me₃SnCl / toluene; hexane / -78 - 20 °C

3.2: 44 percent / [Pd(PPh₃)4] / toluene / 120 h / Heating

4.1: 79 percent / ICl / CH₂Cl₂ / 48 h / Heating

5.1: 88 percent / [Pd(PPh₃)4]; CuI; Et₃N / toluene / 24 h / 60 °C

6.1: 75 percent / [Pd(PPh₃)4]; CuI; Et₃N / toluene / 24 h / 80 °C

7.1: 89 percent / NaOH / tetrahydrofuran; methanol / 24 h / 20 °C

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; trimethyltin(IV)chloride; tetrabutylammomium bromide; Iodine monochloride; sodium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene;
DOI:10.1002/ejoc.200400744

Reference yield:

: 73290-22-9
2-bromo-5-iodo-pyridine

: 851605-46-4
5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-2-yl)pyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: Bu₄NBr; Na₂CO₃; [Pd(PPh₃)4] / toluene; H₂O / 96 h / Heating

2.1: BuLi; Me₃SnCl / toluene; hexane / -78 - 20 °C

2.2: 44 percent / [Pd(PPh₃)4] / toluene / 120 h / Heating

3.1: 79 percent / ICl / CH₂Cl₂ / 48 h / Heating

4.1: 88 percent / [Pd(PPh₃)4]; CuI; Et₃N / toluene / 24 h / 60 °C

5.1: 75 percent / [Pd(PPh₃)4]; CuI; Et₃N / toluene / 24 h / 80 °C

6.1: 89 percent / NaOH / tetrahydrofuran; methanol / 24 h / 20 °C

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; trimethyltin(IV)chloride; tetrabutylammomium bromide; Iodine monochloride; sodium carbonate; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene;
DOI:10.1002/ejoc.200400744

Reference yield:

: 225932-22-9
2-Bromo-5-(3-bromo-5-hexyloxymethylphenyl)pyridine

: 851605-46-4
5-{3-ethynyl-5-[(hexyloxy)methyl]phenyl}-2-(5-{3-[(hexyloxy)methyl]-5-[2-(triisopropylsilyl)ethynyl]phenyl}pyridin-2-yl)pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: BuLi; Me₃SnCl / toluene; hexane / -78 - 20 °C

1.2: 44 percent / [Pd(PPh₃)4] / toluene / 120 h / Heating

2.1: 79 percent / ICl / CH₂Cl₂ / 48 h / Heating

3.1: 88 percent / [Pd(PPh₃)4]; CuI; Et₃N / toluene / 24 h / 60 °C

4.1: 75 percent / [Pd(PPh₃)4]; CuI; Et₃N / toluene / 24 h / 80 °C

5.1: 89 percent / NaOH / tetrahydrofuran; methanol / 24 h / 20 °C

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; trimethyltin(IV)chloride; Iodine monochloride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1002/ejoc.200400744