1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid

Base Information

Chemical Name:1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid
CAS No.:1344996-18-4
Molecular Formula:C₂₈H₃₂N₄O₂S
Molecular Weight:488.654
Hs Code.:

Synonyms:1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid

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Chemical Property of 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid

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Technology Process of 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid

There total 13 articles about 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid 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:

: C₃₀H₃₆N₄O₂S

: 1344996-18-4
1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid

Guidance literature:: C₃₀H₃₆N₄O₂S; With water; sodium hydroxide; In isopropyl alcohol; at 20 ℃;

In water; pH=3 - 4;

Reference yield:

: 108-36-1
1,3-dibromobenzene

: 1344996-18-4
1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid

Guidance literature:: Multi-step reaction with 7 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 / Microwave irradiation; Sealed vessel; Inert atmosphere

6.1: sodium acetate; acetic acid / dichloromethane / 0.5 h

6.2: 20 °C

7.1: sodium hydroxide; water / isopropyl alcohol / 20 °C

7.2: pH 3 - 4

With hydrogenchloride; potassium phosphate; n-butyllithium; water; isopropylmagnesium bromide; potassium acetate; sodium acetate; acetic acid; diisopropylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; 5.1: Suzuki Coupling;

Reference yield:

: 134604-07-2
2-bromo-5-nitrobenzonitrile

: 1344996-18-4
1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)methyl]-4-piperidinecarboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene; water / 16 h / 100 °C / Inert atmosphere

2.1: zinc; ammonium formate / water; methanol / 4 h / 80 °C

3.1: sodium nitrite; hydrogen bromide / acetonitrile; water / 0.5 h / 0 °C

3.2: 16 h / 20 °C

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 12 h / 80 °C / Inert atmosphere

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

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

7.1: sodium acetate; acetic acid / dichloromethane / 0.5 h

7.2: 20 °C

8.1: sodium hydroxide; water / isopropyl alcohol / 20 °C

8.2: pH 3 - 4

With potassium phosphate; water; hydrogen bromide; ammonium formate; potassium acetate; sodium acetate; caesium carbonate; acetic acid; sodium hydroxide; zinc; sodium nitrite; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile; 1.1: Suzuki Coupling / 5.1: Suzuki Coupling / 6.1: Suzuki Coupling;