(S,E)-N-((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)methyl)-N-methylacetamide

Base Information

Chemical Name:(S,E)-N-((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)methyl)-N-methylacetamide
CAS No.:1226635-18-2
Molecular Formula:C₂₈H₃₀FN₅O₃
Molecular Weight:503.576
Hs Code.:

(S,E)-N-((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)methyl)-N-methylacetamide

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Chemical Property of (S,E)-N-((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)methyl)-N-methylacetamide

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Technology Process of (S,E)-N-((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)methyl)-N-methylacetamide

There total 8 articles about (S,E)-N-((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)methyl)-N-methylacetamide 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: 43.1%

: 1226631-06-6
(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)-N-methylmethanamine

: 108-24-7
acetic anhydride

: 1226635-18-2
(S,E)-N-((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)methyl)-N-methylacetamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;
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

: 1226635-18-2
(S,E)-N-((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)methyl)-N-methylacetamide

Guidance literature:: Multi-step reaction with 6 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: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 20 °C / Cooling with ice

4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere

5: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran; 1,2-dichloro-ethane / 0 - 20 °C / Inert atmosphere

6: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; potassium tert-butylate; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; 2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j

Reference yield:

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

: 1226635-18-2
(S,E)-N-((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)methyl)-N-methylacetamide

Guidance literature:: Multi-step reaction with 7 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: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 20 °C / Cooling with ice

5: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere

6: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran; 1,2-dichloro-ethane / 0 - 20 °C / Inert atmosphere

7: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; potassium tert-butylate; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; 3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j