(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine

Base Information

Chemical Name:(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine
CAS No.:290307-28-7
Molecular Formula:C₂₃H₂₁BrF₂N₂O₂
Molecular Weight:475.333
Hs Code.:

Synonyms:(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine

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Chemical Property of (+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine

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Technology Process of (+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine

There total 5 articles about (+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}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:

: 1027864-06-7
3-(6-bromo-pyridin-3-yl)-3-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-2-pyridin-4-yl-propionic acid ethyl ester

: 290307-28-7
(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine

Guidance literature:: 3-(6-bromo-pyridin-3-yl)-3-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-2-pyridin-4-yl-propionic acid ethyl ester; With lithium hydroxide; In tetrahydrofuran; methanol; at 70 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; methanol; at 20 ℃; for 1h;
DOI:10.1021/jm0204542

Reference yield:

: 624-28-2
2,5-dibromopyridine

: 290307-28-7
(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 90 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: 57.9 g / aq. HCl / tetrahydrofuran; methanol / 1 h / 20 °C

With lithium hydroxide; n-butyllithium; thionyl chloride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jm0204542

Reference yield:

: 290307-39-0
3-cyclobutoxy-4-difluoromethoxy-benzaldehyde

: 290307-28-7
(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 90 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: 57.9 g / aq. HCl / tetrahydrofuran; methanol / 1 h / 20 °C

With lithium hydroxide; n-butyllithium; thionyl chloride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jm0204542