5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

Base Information

Chemical Name:5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyridine
CAS No.:1456882-12-4
Molecular Formula:C₂₀H₂₃F₆NOSi
Molecular Weight:435.485
Hs Code.:

Synonyms:5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

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Chemical Property of 5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

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Technology Process of 5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

There total 6 articles about 5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)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:

: 1351378-73-8
2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

: 118527-30-3
2-bromo-1,3-bis-(trifluoromethyl)-benzene

: 1456882-12-4
5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

Guidance literature:: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In water; toluene; at 100 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ja407388y

Reference yield:

: 624-28-2
2,5-dibromopyridine

: 1456882-12-4
5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / toluene; hexane / 0.17 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: sodium tetrahydroborate; methanol / 0 - 20 °C / Inert atmosphere

3.1: 1H-imidazole; dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: n-butyllithium; Triisopropyl borate / hexane; tetrahydrofuran / 3 h / -78 - 0 °C / Inert atmosphere

4.2: Inert atmosphere; Dean-Stark; Reflux

5.1: palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate / toluene; water / 16 h / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; 1H-imidazole; methanol; dmap; sodium tetrahydroborate; potassium phosphate; n-butyllithium; Triisopropyl borate; palladium diacetate; In tetrahydrofuran; hexane; dichloromethane; water; toluene;
DOI:10.1021/ja407388y

Reference yield:

: 88139-92-8
2-<<(tert-butyldimethylsilyl)oxy>methyl>-5-bromopyridine

: 1456882-12-4
5-(2,6-bis(trifluoromethyl)phenyl)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; Triisopropyl borate / hexane; tetrahydrofuran / 3 h / -78 - 0 °C / Inert atmosphere

1.2: Inert atmosphere; Dean-Stark; Reflux

2.1: palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate / toluene; water / 16 h / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; n-butyllithium; Triisopropyl borate; palladium diacetate; In tetrahydrofuran; hexane; water; toluene;
DOI:10.1021/ja407388y