3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)propanamide

Base Information

Chemical Name:3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)propanamide
CAS No.:1379461-11-6
Molecular Formula:C₂₀H₂₂ClF₃N₂O₄S
Molecular Weight:478.92
Hs Code.:

Synonyms:3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)propanamide

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Chemical Property of 3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)propanamide

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Technology Process of 3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)propanamide

There total 3 articles about 3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)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: 69.0%

: 52960-14-2
1-pentylsulfonamide

: 1379461-26-3
3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2yl]oxy)-phenyl)propanoic acid

: 1379461-11-6
3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)propanamide

Guidance literature:: 3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2yl]oxy)-phenyl)propanoic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 1h; Reflux;

1-pentylsulfonamide; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.bmc.2012.03.036

Reference yield:

: 1379461-07-0
2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)benzaldehyde

: 1379461-11-6
3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)propanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C / 760.05 Torr

2.2: 0.5 h / 50 °C

2.3: 20 °C

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / Reflux

3.2: 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; mineral oil; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.03.036

Reference yield:

: 69045-84-7
2,3-dichloro-5-trifluoromethylpyridine

: 1379461-11-6
3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-phenyl)-N-(pentylsulfonyl)propanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

1.2: 2 h / 0 - 50 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

2.2: 0.5 h / 0 - 20 °C

3.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C / 760.05 Torr

3.2: 0.5 h / 50 °C

3.3: 20 °C

4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / Reflux

4.2: 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.03.036