(E)-4-(3-(hydroxymethyl)-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)benzonitrile

Base Information

Chemical Name:(E)-4-(3-(hydroxymethyl)-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)benzonitrile
CAS No.:1226633-08-4
Molecular Formula:C₂₆H₂₅N₅O₃
Molecular Weight:455.516
Hs Code.:

(E)-4-(3-(hydroxymethyl)-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)benzonitrile

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Chemical Property of (E)-4-(3-(hydroxymethyl)-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)benzonitrile

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Technology Process of (E)-4-(3-(hydroxymethyl)-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)benzonitrile

There total 4 articles about (E)-4-(3-(hydroxymethyl)-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)benzonitrile 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:

: 1226632-03-6
C₂₈H₂₇N₅O₄

: 1226633-08-4,1226633-14-2,1226633-16-4
(E)-4-(3-(hydroxymethyl)-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)benzonitrile

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 20 ℃; for 2h; Cooling with ice;
DOI:10.1021/jm201407j

Reference yield:

: 1352130-07-4
C₁₄H₁₅BrN₂O₂

: 1226633-08-4,1226633-14-2,1226633-16-4
(E)-4-(3-(hydroxymethyl)-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)benzonitrile

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

With sodium tetrahydroborate; potassium tert-butylate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j

Reference yield:

: 1352130-16-5
C₂₀H₂₇BrN₃O₆P

: 1226633-08-4,1226633-14-2,1226633-16-4
(E)-4-(3-(hydroxymethyl)-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)benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With sodium tetrahydroborate; potassium tert-butylate; In tetrahydrofuran; methanol; 2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm201407j