(2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile

Base Information

Chemical Name:(2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile
CAS No.:1094345-37-5
Molecular Formula:C₂₃H₁₅Cl₂FN₄O₃
Molecular Weight:485.302
Hs Code.:

Synonyms:(2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile

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Chemical Property of (2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile

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Technology Process of (2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile

There total 12 articles about (2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile 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: 14.0%

: 2537-48-6
diethyl 1-cyanomethylphosphonate

: 1094347-67-7
3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]benzaldehyde

: 1094345-37-5
(2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile

Guidance literature:: diethyl 1-cyanomethylphosphonate; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h;

3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]benzaldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;

With water; In tetrahydrofuran; at 20 ℃;

Reference yield:

: 33863-76-2
1-bromo-3-chloro-5-fluorobenzene

: 1094345-37-5
(2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile

Guidance literature:: Multi-step reaction with 12 steps

1.1: N,N-dimethyl-formamide / 20 °C

2.1: boron tribromide / dichloromethane / 20 °C

2.2: 20 °C

3.1: sodium t-butanolate / tetrahydrofuran / 0.25 h / 0 - 20 °C

3.2: 3 h / 20 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

4.2: 0 - 20 °C

4.3: 20 °C

5.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 - 60 °C

6.1: sodium dithionite; water / tetrahydrofuran / 1 h / 20 °C

7.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.25 h / 50 °C

8.1: hydrazine / ethanol / 23 h / Reflux

9.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 45 °C

9.2: 20 °C

10.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / propan-1-ol / 100 °C

11.1: sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; tert-butyl alcohol / 2 h / 20 °C

12.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C

12.2: 1.5 h / 0 - 20 °C

12.3: 20 °C

With sodium periodate; osmium(VIII) oxide; tert.-butylnitrite; sodium dithionite; potassium tert-butylate; water; boron tribromide; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper dichloride; sodium t-butanolate; hydrazine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; propan-1-ol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; tert-butyl alcohol;

Reference yield:

: 174913-12-3
1-bromo-3-chloro-5-methoxybenzene

: 1094345-37-5
(2E)-3-{3-chloro-5-[(6-chloro-3-{[5-(3,5-dimethyl-4-isoxazolyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]phenyl}-2-propenenitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: boron tribromide / dichloromethane / 20 °C

1.2: 20 °C

2.1: sodium t-butanolate / tetrahydrofuran / 0.25 h / 0 - 20 °C

2.2: 3 h / 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

3.2: 0 - 20 °C

3.3: 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 - 60 °C

5.1: sodium dithionite; water / tetrahydrofuran / 1 h / 20 °C

6.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.25 h / 50 °C

7.1: hydrazine / ethanol / 23 h / Reflux

8.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 45 °C

8.2: 20 °C

9.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / propan-1-ol / 100 °C

10.1: sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; tert-butyl alcohol / 2 h / 20 °C

11.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C

11.2: 1.5 h / 0 - 20 °C

11.3: 20 °C

With sodium periodate; osmium(VIII) oxide; tert.-butylnitrite; sodium dithionite; potassium tert-butylate; water; boron tribromide; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper dichloride; sodium t-butanolate; hydrazine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; propan-1-ol; ethanol; dichloromethane; water; acetonitrile; mineral oil; tert-butyl alcohol;