4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-yl]pyridine

Base Information

Chemical Name:4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-yl]pyridine
CAS No.:1313189-37-5
Molecular Formula:C₃₂H₃₂BrNOS₂Si
Molecular Weight:618.734
Hs Code.:

Synonyms:4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-yl]pyridine

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Chemical Property of 4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-yl]pyridine

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Technology Process of 4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-yl]pyridine

There total 6 articles about 4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-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: 76.0%

: 1313189-34-2
3-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,4-dibromo-5-methylthiophene

: 127773-85-7
4-(5-iodothiophen-2-yl)pyridine

: 1313189-38-6
3-bromo-4-[2-(tert-butyldiphenylsilyloxy)ethyl]-2-methylthiophene

: 1313189-37-5
4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-yl]pyridine

Guidance literature:: 3-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,4-dibromo-5-methylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; Inert atmosphere; Heating;

4-(5-iodothiophen-2-yl)pyridine; With triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; hexane; at 40 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201100166

Reference yield:

: 29421-92-9
4-bromo-2-methylthiophene

: 1313189-37-5
4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-yl]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.05 h / -78 °C / Inert atmosphere

1.3: 1 h / -78 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

3.1: bromine; potassium acetate; acetic acid / 0 - 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

4.2: -78 °C / Inert atmosphere; Heating

4.3: 40 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; bromine; potassium acetate; acetic acid; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/ejoc.201100166

Reference yield:

: 554-14-3
2-Methylthiophene

: 1313189-37-5
4-[4'-bromo-3'-[2-(tert-butyldiphenylsilylox)ethyl]-5'-methyl[2,2']bithiophen-5-yl]pyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-Bromosuccinimide; perchloric acid / N,N-dimethyl-formamide / 50 h / 20 °C / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.05 h / -78 °C / Inert atmosphere

3.3: 1 h / -78 °C / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

5.1: bromine; potassium acetate; acetic acid / 0 - 20 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

6.2: -78 °C / Inert atmosphere; Heating

6.3: 40 °C / Inert atmosphere

With 1H-imidazole; N-Bromosuccinimide; n-butyllithium; perchloric acid; bromine; potassium acetate; acetic acid; diisopropylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/ejoc.201100166