2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic acid

Base Information

Chemical Name:2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic acid
CAS No.:1414796-01-2
Molecular Formula:C₂₆H₂₃ClN₂O₄
Molecular Weight:462.933
Hs Code.:

Synonyms:2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic acid

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Chemical Property of 2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic acid

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Technology Process of 2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic acid

There total 12 articles about 2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic 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: 58.0%

: ethyl 2-(6-(4-(3-(3-chlorophenyl)ureido)phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetate

: 1414796-01-2
2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic acid

Guidance literature:: With water; lithium hydroxide; at 25 ℃; for 12h;
DOI:10.1021/acsmedchemlett.7b00450

Reference yield:

: 50558-96-8
6-methoxy-1,2,3,4-tetrahydro-1-oxonaphthalene-2-acetic acid, ethyl ester

: 1414796-01-2
2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / Cooling with ice

1.2: 5 h / 25 °C

2.1: hydrogen bromide; water / 3 h / Reflux

3.1: methanesulfonic acid / 16 h / 25 °C

4.1: dichloromethane / 2 h / 25 °C / Cooling with ice

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / water; 1,4-dioxane / 4 h / Inert atmosphere; Reflux

6.1: iron; ammonium chloride / water; ethanol / 4 h / Reflux

7.1: triethylamine / tetrahydrofuran / 12 h / 25 °C

8.1: water; lithium hydroxide / 12 h / 25 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; water; hydrogen bromide; iron; sodium hydride; ammonium chloride; caesium carbonate; triethylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 5.1: |Suzuki Coupling;
DOI:10.1021/acsmedchemlett.7b00450

Reference yield:

: 1414797-83-3
ethyl 2-(6-methoxy-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetate

: 1414796-01-2
2-[6-(4-{[(3-chlorophenyl)carbamoyl]amino}phenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen bromide; water / 3 h / Reflux

2: methanesulfonic acid / 16 h / 25 °C

3: dichloromethane / 2 h / 25 °C / Cooling with ice

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / water; 1,4-dioxane / 4 h / Inert atmosphere; Reflux

5: iron; ammonium chloride / water; ethanol / 4 h / Reflux

6: triethylamine / tetrahydrofuran / 12 h / 25 °C

7: water; lithium hydroxide / 12 h / 25 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; water; hydrogen bromide; iron; ammonium chloride; caesium carbonate; triethylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; 4: |Suzuki Coupling;
DOI:10.1021/acsmedchemlett.7b00450