3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one

Base Information

• Chemical Name: 3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one
• CAS No.: 1310950-08-3
• Molecular Formula: C₁₉H₂₀ClNO₃S
• Molecular Weight: 377.892
• Mol file: 1310950-08-3.mol

Synonyms:3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one

Chemical Property of 3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one

There total 12 articles about 3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one 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: 74.0%

3-chloro-6-{(E)-2-cyclopentyl-1-[4-(methylsulfanyl)phenyl]ethenyl}pyridin-2(1H)-one (1310950-06-1) → 3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one (1310950-08-3)

Guidance literature:

With Oxone; In tetrahydrofuran; methanol; water; at 20 ℃; for 1h;

Reference yield:

(5-chloro-6-methoxypyridin-2-yl)[4-(methylsulfanyl)phenyl]methanone (1310947-45-5) → 3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one (1310950-08-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Cooling with ice

1.2: 1 h / 20 °C / Cooling with ice; Inert atmosphere

2.1: water; hydrogen bromide / 1,4-dioxane / 1 h / 85 °C

3.1: Oxone / water; tetrahydrofuran; methanol / 1 h / 20 °C

With Oxone; water; hydrogen bromide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; water;

Reference yield:

5-chloro-2-(ethoxycarbonyl)pyridine 1-oxide (1310949-27-9) → 3-Chloro-6-{(E)-2-Cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethenyl}pyridin-2(1H)-one (1310950-08-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: trifluoroacetic anhydride / N,N-dimethyl-formamide / 1.33 h / 50 °C / Cooling with ice

1.2: Cooling with ice

2.1: silver carbonate / chloroform / 7 h / 70 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / Cooling with ice

4.1: manganese(IV) oxide / chloroform / 1 h / 60 °C

5.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 °C / Inert atmosphere

6.1: manganese(IV) oxide / chloroform / 1 h / 65 °C

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Cooling with ice

7.2: 1 h / 20 °C / Cooling with ice; Inert atmosphere

8.1: water; hydrogen bromide / 1,4-dioxane / 1 h / 85 °C

9.1: Oxone / water; tetrahydrofuran; methanol / 1 h / 20 °C

With manganese(IV) oxide; Oxone; lithium aluminium tetrahydride; n-butyllithium; water; hydrogen bromide; silver carbonate; trifluoroacetic anhydride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide;

upstream raw materials:

5-chloropicolinic acid

6-methoxypyridine-2-carbaldehyde

(5-chloro-6-methoxypyridin-2-yl)[4-(methylsulfanyl)phenyl]methanone

5-chloro-6-methoxypyridin-2-carbaldehyde