(S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone

Base Information

Chemical Name:(S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone
CAS No.:1352129-97-5
Molecular Formula:C₂₆H₂₅FN₄O₃
Molecular Weight:460.508
Hs Code.:

(S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone

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Chemical Property of (S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone

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Technology Process of (S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone

There total 4 articles about (S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone 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:

: 1080671-46-0
ethyl 2-(3-bromopropylimino)-2-(4-fluorophenyl)acetate

: 1352129-97-5
(S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / N,N-dimethyl-formamide / -10 - 20 °C

2: potassium tert-butylate / tetrahydrofuran / 2 h / -70 - 12 °C / Inert atmosphere

3: potassium tert-butylate / tetrahydrofuran / 1.25 h / -78 - -20 °C / Inert atmosphere

4: diethylamine / hexane; isopropyl alcohol / Resolution of racemate

5: triethylamine / tetrahydrofuran / 6 h / -60 - 20 °C / Inert atmosphere

With potassium tert-butylate; diethylamine; triethylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; isopropyl alcohol; 3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j

Reference yield:

: 1080671-47-1
ethyl 4-(3-bromopropyl)-3-((diethoxyphosphoryl)methyl)-5-(4-fluorophenyl)-4,5-dihydro-1,2,4-oxadiazole-5-carboxylate

: 1352129-97-5
(S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: potassium tert-butylate / tetrahydrofuran / 2 h / -70 - 12 °C / Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran / 1.25 h / -78 - -20 °C / Inert atmosphere

3: diethylamine / hexane; isopropyl alcohol / Resolution of racemate

4: triethylamine / tetrahydrofuran / 6 h / -60 - 20 °C / Inert atmosphere

With potassium tert-butylate; diethylamine; triethylamine; In tetrahydrofuran; hexane; isopropyl alcohol; 2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j

Reference yield:

: 1080670-25-2
(E)-ethyl 3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridine-3-carboxylate

: 1352129-97-5
(S,E)-1-(3-(4-fluorophenyl)-8-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)-5,6,7,8-tetrahydro-3H-[1,2,4]-oxadiazolo[4,3-a]pyridin-3-yl)ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: diethylamine / hexane; isopropyl alcohol / Resolution of racemate

2: triethylamine / tetrahydrofuran / 6 h / -60 - 20 °C / Inert atmosphere

With diethylamine; triethylamine; In tetrahydrofuran; hexane; isopropyl alcohol;
DOI:10.1021/jm201407j