ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate

Base Information

Chemical Name:ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate
CAS No.:1344998-35-1
Molecular Formula:C₂₉H₃₆ClN₃O₃S
Molecular Weight:542.142
Hs Code.:

Synonyms:ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate

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Chemical Property of ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate

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Technology Process of ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate

There total 13 articles about ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate 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:

: 1260023-56-0
3-bromo-5-(3-chloro-4-isopropoxyphenyl)-1,2,4-thiadiazole

: 1344998-34-0
ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate

: 1344998-35-1
ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate

Guidance literature:: With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 120 ℃; for 0.25h;

Reference yield:

: 108-36-1
1,3-dibromobenzene

: 1344998-35-1
ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate

Guidance literature:: Multi-step reaction with 12 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: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C

5.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 - 20 °C

6.1: toluene / 48 h / 130 °C / Sealed tube

7.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C

7.2: 0 - 20 °C

8.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

9.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

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

11.1: hydrogen / palladium on activated charcoal / ethanol / 4 h

12.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; potassium phosphate; n-butyllithium; carbon tetrabromide; hydrogen; isopropylmagnesium bromide; potassium acetate; sodium hydride; potassium carbonate; diisopropylamine; triphenylphosphine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 12.1: Suzuki Coupling;

Reference yield:

: 480438-56-0
{3-chloro-4-[(1-methylethyl)oxy]phenyl}boronic acid

: 1344998-35-1
ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide; water / 1 h / 80 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

2: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C

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