5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile

Base Information

Chemical Name:5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile
CAS No.:1344998-01-1
Molecular Formula:C₂₄H₂₄N₂O₂S
Molecular Weight:404.533
Hs Code.:

Synonyms:5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile

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Chemical Property of 5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile

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Technology Process of 5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile

There total 13 articles about 5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]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:

: 1344998-00-0
ethyl 3-[3-(2-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]propanoate

: 1344998-01-1
5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -70 ℃; for 0.833333h; Inert atmosphere;

Reference yield:

: 108-36-1
1,3-dibromobenzene

: 1344998-01-1
5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -70 - -65 °C

2.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C

2.2: 2 h / -10 - 20 °C

2.3: 0.17 h / 0 °C

3.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 80 °C

5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

6.1: 2 h / 80 °C

7.1: palladium on activated charcoal / methanol / 1 h / 20 °C

8.1: diisobutylaluminium hydride / dichloromethane / 0.83 h / -70 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; n-butyllithium; isopropylmagnesium bromide; potassium acetate; diisobutylaluminium hydride; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 5.1: Suzuki Coupling / 6.1: Wittig Reaction;

Reference yield:

: 40530-18-5
5-bromo-2-hydroxybenzonitrile

: 1344998-01-1
5-{5-[2-ethyl-3-(3-oxopropyl)phenyl]-1,3-thiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile

Guidance literature:: Multi-step reaction with 8 steps

1: potassium carbonate / acetonitrile / 48 h / 20 °C

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

3: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / acetonitrile; water / 1 h / 120 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

4: sodium acetate; bromine; acetic acid / 20 °C

5: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

6: 2 h / 80 °C

7: palladium on activated charcoal / methanol / 1 h / 20 °C

8: diisobutylaluminium hydride / dichloromethane / 0.83 h / -70 °C / Inert atmosphere

With potassium phosphate; bromine; potassium acetate; sodium acetate; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; acetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 3: Suzuki Coupling / 5: Suzuki Coupling / 6: Wittig Reaction;