[3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde

Base Information

Chemical Name:[3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde
CAS No.:1344997-97-2
Molecular Formula:C₂₀H₂₀ClN₃O₂S
Molecular Weight:401.917
Hs Code.:

Synonyms:[3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde

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Chemical Property of [3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde

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Technology Process of [3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde

There total 4 articles about [3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde 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:

: 97966-00-2
5-bromo-2,3-dichloropyridine

: 1344997-97-2
[3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / 3 h / 95 °C

1.2: Reflux

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / 3 h / 90 °C / Inert atmosphere

3.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / 1 h / 80 °C

4.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.5 h / 120 °C

5.1: hydrogenchloride; water / tetrahydrofuran / 2 h / 70 °C

With hydrogenchloride; potassium phosphate; potassium tert-butylate; water; potassium acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 4.1: Suzuki Coupling;

Reference yield:

: 1211531-67-7
5-bromo-3-chloro-2-isopropoxypyridine

: 1344997-97-2
[3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / 3 h / 90 °C / Inert atmosphere

2: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / 1 h / 80 °C

3: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.5 h / 120 °C

4: hydrogenchloride; water / tetrahydrofuran / 2 h / 70 °C

With hydrogenchloride; potassium phosphate; water; potassium acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 3: Suzuki Coupling;

Reference yield:

: 1344997-94-9
3-chloro-2-isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

: 1344997-97-2
[3-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / 1 h / 80 °C

2: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.5 h / 120 °C

3: hydrogenchloride; water / tetrahydrofuran / 2 h / 70 °C

With hydrogenchloride; potassium phosphate; water; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 2: Suzuki Coupling;