2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

Base Information

Chemical Name:2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
CAS No.:1428789-85-8
Molecular Formula:C₂₂H₂₆ClF₃N₄O₃S
Molecular Weight:518.988
Hs Code.:

Synonyms:2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

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Chemical Property of 2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

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Technology Process of 2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

There total 10 articles about 2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide 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: 68.0%

: 1428790-21-9
2-(4-(aminomethyl)-3-chlorophenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

: 124-63-0
methanesulfonyl chloride

: 1428789-85-8
2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

Guidance literature:: With pyridine; at 0 - 23 ℃; for 15h;

Reference yield:

: 496856-44-1
methyl 2-(3-chloro-4-(triuoromethylsulfonyloxy)phenyl)acetate

: 1428789-85-8
2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 34 h / 80 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

3.1: sodium hydroxide / tetrahydrofuran; water / 15 h / 20 °C

3.2: pH 3 - 4

4.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol; (2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamine / acetonitrile / 15 h / 20 °C

5.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1 h / 0 - 20 °C

5.2: 1 h

6.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

6.2: pH 8 - 9

7.1: pyridine / 15 h / 0 - 20 °C

With pyridine; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamine; nickel(II) chloride hexahydrate; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;

Reference yield:

: 33697-81-3
(3-chloro-4-hydroxy-phenyl)-acetic acid

: 1428789-85-8
2-(3-chloro-4-(methylsulfonamidomethyl)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sulfuric acid / 15 h / Reflux

2.1: trimethylamine / dichloromethane / 2 h / 0 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 34 h / 80 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

5.1: sodium hydroxide / tetrahydrofuran; water / 15 h / 20 °C

5.2: pH 3 - 4

6.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol; (2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamine / acetonitrile / 15 h / 20 °C

7.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1 h / 0 - 20 °C

7.2: 1 h

8.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

8.2: pH 8 - 9

9.1: pyridine / 15 h / 0 - 20 °C

With pyridine; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamine; nickel(II) chloride hexahydrate; sulfuric acid; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; sodium hydroxide; trimethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;