(+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide

Base Information

Chemical Name:(+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide
CAS No.:552287-62-4
Molecular Formula:C₂₂H₁₈F₄N₂O₅
Molecular Weight:466.389
Hs Code.:

Synonyms:(+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide

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Chemical Property of (+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide

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Technology Process of (+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide

There total 7 articles about (+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide 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: 77.0%

: 552287-61-3
(+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine

: 552287-62-4
(+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide

Guidance literature:: With MMPP; In methanol; dichloromethane; at 20 ℃; for 22h;
DOI:10.1021/jm0204542

Reference yield:

: 624-28-2
2,5-dibromopyridine

: 552287-62-4
(+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / diethyl ether; hexane / 0.75 h / -78 °C

1.2: 70 percent / diethyl ether; hexane / 2 h

2.1: SOCl₂ / CH₂Cl₂ / 0.75 h / 20 °C

3.1: KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h

3.2: tetrahydrofuran / 15 h / 20 °C

4.1: aq. LiOH / tetrahydrofuran; methanol / 2 h / 70 °C

4.2: 31.2 g / aq. HCl / tetrahydrofuran; methanol / 1 h / 20 °C

5.1: 96 percent / dppf; Et₃N; Pd(OAc)2 / dimethylformamide / 20 h / 50 °C / 760 Torr

6.1: 77 percent / MMPP / CH₂Cl₂; methanol / 22 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; lithium hydroxide; n-butyllithium; thionyl chloride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0204542

Reference yield:

: 127842-54-0
3,4-bis-(difluoromethoxy)-benzaldehyde

: 552287-62-4
(+/-)-4-{2-[3,4-bis(difluoromethoxy)phenyl]-2-[5-(2-carbomethoxy)pyridyl]ethyl}pyridine N-oxide

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / diethyl ether; hexane / 0.75 h / -78 °C

1.2: 70 percent / diethyl ether; hexane / 2 h

2.1: SOCl₂ / CH₂Cl₂ / 0.75 h / 20 °C

3.1: KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h

3.2: tetrahydrofuran / 15 h / 20 °C

4.1: aq. LiOH / tetrahydrofuran; methanol / 2 h / 70 °C

4.2: 31.2 g / aq. HCl / tetrahydrofuran; methanol / 1 h / 20 °C

5.1: 96 percent / dppf; Et₃N; Pd(OAc)2 / dimethylformamide / 20 h / 50 °C / 760 Torr

6.1: 77 percent / MMPP / CH₂Cl₂; methanol / 22 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; lithium hydroxide; n-butyllithium; thionyl chloride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0204542