3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide

Base Information

Chemical Name:3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide
CAS No.:868286-36-6
Molecular Formula:C₁₈H₁₈FN₃O₃S
Molecular Weight:375.424
Hs Code.:

Synonyms:3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide

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Chemical Property of 3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide

Chemical Property:

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Technology Process of 3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide

There total 9 articles about 3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide 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:

: 868286-35-5
3-bromo-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide

: 557-21-1
dicyanozinc

: 868286-36-6
3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In DMF (N,N-dimethyl-formamide); at 180 ℃; for 0.5h; Microwave;

Reference yield:

: 695216-01-4
3-[methyl(methylsulfonyl)amino]-5-nitrobenzoic acid methyl ester

: 868286-36-6
3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol; sodium hydroxide / tetrahydrofuran / 1.5 h / 20 °C

1.2: 20 °C / pH < 1

2.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 65 h / 20 °C

3.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h

4.1: tetrafluoroboric acid / water; acetonitrile / 0.67 h / 0 - 20 °C

4.2: 1 h / 0 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / DMF (N,N-dimethyl-formamide) / 0.5 h / 180 °C / Microwave

With methanol; sodium hydroxide; tetrafluoroboric acid; 1-hydroxy-7-aza-benzotriazole; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; water; acetonitrile;

Reference yield:

: 695216-00-3
3-[(methylsulfonyl)amino]-5-nitrobenzoic acid methyl ester

: 868286-36-6
3-cyano-N-[(1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / DMF (N,N-dimethyl-formamide) / 3 h / 20 °C

2.1: methanol; sodium hydroxide / tetrahydrofuran / 1.5 h / 20 °C

2.2: 20 °C / pH < 1

3.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 65 h / 20 °C

4.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h

5.1: tetrafluoroboric acid / water; acetonitrile / 0.67 h / 0 - 20 °C

5.2: 1 h / 0 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / DMF (N,N-dimethyl-formamide) / 0.5 h / 180 °C / Microwave

With methanol; sodium hydroxide; tetrafluoroboric acid; 1-hydroxy-7-aza-benzotriazole; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; water; acetonitrile;