2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene

Base Information

Chemical Name:2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene
CAS No.:921596-24-9
Molecular Formula:C₂₀H₁₂F₇NS₂
Molecular Weight:463.443
Hs Code.:

Synonyms:2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene

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Chemical Property of 2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene

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Technology Process of 2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene

There total 1 articles about 2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene 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:

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

: 921596-24-9
2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 79 percent / Ni(dppp)Cl₂ / diethyl ether / 22 h

2.1: AcONa

3.1: triisopropyl borate

4.1: 82 percent / PPh₃; aq. Na₂CO₃ / Pd(dba)2 / tetrahydrofuran / Heating

5.1: BuLi / tetrahydrofuran; pentane / 0.25 h / -78 °C

5.2: 30 percent / tetrahydrofuran; pentane / -78 - -50 °C

With n-butyllithium; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); Triisopropyl borate; sodium acetate; sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1002/anie.200602591

Reference yield:

: 921596-24-9
2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene

: 921596-21-6
N-tert-butoxycarbonyl-4-[4-[5-(3,5-dimethyl-4-bromothiophen-2-yl)thiophen-2-yl]phenoxy]piperidine

: 4-[4'-(2-{3,5-dimethyl-5'-[4-(piperidin-4-yloxy)-phenyl]-[2,2']bithiophenyl-4-yl}-3,3,4,4,5,5-hexafluoro-cyclopent-1-enyl)-3',5'-dimethyl-[2,2']bithiophenyl-5-yl]-pyridine

: 4-[5-(4,4,5,5,6,6-hexafluoro-3,7,9a,9b-tetramethyl-8-{5-[4-(piperidin-4-yloxy)-phenyl]-thiophen-2-yl}-5,6,9a,9b-tetrahydro-4H-1,9-dithia-trinden-2-yl)-thiophen-2-yl]-pyridine

Guidance literature:: N-tert-butoxycarbonyl-4-[4-[5-(3,5-dimethyl-4-bromothiophen-2-yl)thiophen-2-yl]phenoxy]piperidine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene; In tetrahydrofuran; hexane; at -78 ℃;

With hydrogenchloride; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1002/anie.200602591

Reference yield:

: 921596-24-9
2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene

: 921596-21-6
N-tert-butoxycarbonyl-4-[4-[5-(3,5-dimethyl-4-bromothiophen-2-yl)thiophen-2-yl]phenoxy]piperidine

: 921596-10-3
4-(4-{4'-[2-(3,5-dimethyl-5'-pyridin-4-yl-[2,2']bithiophenyl-4-yl)-3,3,4,4,5,5-hexafluoro-cyclopent-1-enyl]-3',5'-dimethyl-[2,2']bithiophenyl-5-yl}-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester

: 4-(4-{5-[4,4,5,5,6,6-hexafluoro-3,7,9a,9b-tetramethyl-8-(5-pyridin-4-yl-thiophen-2-yl)-5,6,9a,9b-tetrahydro-4H-1,9-dithia-trinden-2-yl]-thiophen-2-yl}-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: N-tert-butoxycarbonyl-4-[4-[5-(3,5-dimethyl-4-bromothiophen-2-yl)thiophen-2-yl]phenoxy]piperidine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

2-[3,5-dimethyl-4-(perfluorocyclopenten-1-yl)thiophen-2-yl]-5-(4-pyridyl)thiophene; In tetrahydrofuran; hexane; at -78 ℃;
DOI:10.1002/anie.200602591