(S,E)-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-carbaldehyde

Base Information

Chemical Name:(S,E)-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-carbaldehyde
CAS No.:1226631-03-3
Molecular Formula:C₂₅H₂₃FN₄O₃
Molecular Weight:446.481
Hs Code.:

(S,E)-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-carbaldehyde

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Chemical Property of (S,E)-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-carbaldehyde

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Technology Process of (S,E)-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-carbaldehyde

There total 6 articles about (S,E)-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-carbaldehyde 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:

: 1080670-61-6
(S,E)-(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)methanol

: 1226631-03-3
(S,E)-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-carbaldehyde

Guidance literature:: (S,E)-(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)methanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 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

: 1226631-03-3
(S,E)-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-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

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

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

3.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 20 °C / Cooling with ice

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

4.2: 0.5 h / -78 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; 2.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j

Reference yield:

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

: 1226631-03-3
(S,E)-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-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 20 °C / Cooling with ice

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

5.2: 0.5 h / -78 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j