1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Base Information

• Chemical Name: 1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid
• CAS No.: 1374339-17-9
• Molecular Formula: C₂₈H₂₁ClF₃N₃O₃
• Molecular Weight: 539.941
• Mol file: 1374339-17-9.mol

Synonyms:1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Chemical Property of 1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

There total 7 articles about 1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic 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:

ethyl 1-[6-(5-chloro-2-{[(trifluoromethyl)sulfonyl]oxy}phenyl)pyridin-2-yl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (1374341-97-5) + 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexanone (1374342-07-0) → 1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (1374339-17-9)

Guidance literature:

ethyl 1-[6-(5-chloro-2-{[(trifluoromethyl)sulfonyl]oxy}phenyl)pyridin-2-yl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate; 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexanone; With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); sodium carbonate; In water; acetonitrile; at 80 ℃; for 15h; Inert atmosphere;

With water; sodium hydroxide; In 1,4-dioxane; at 60 ℃; for 0.25h;

Reference yield:

4-(4-oxocyclohexyl)phenyl trifluoromethanesulfonate (155098-65-0) → 1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (1374339-17-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium acetate / 1,4-dioxane / 1.5 h / 80 °C / Inert atmosphere

2.1: sodium carbonate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / acetonitrile; water / 15 h / 80 °C / Inert atmosphere

2.2: 0.25 h / 60 °C

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium acetate; sodium carbonate; In 1,4-dioxane; water; acetonitrile;

Reference yield:

4-(4-hydroxyphenyl)cyclohexan-1-one (105640-07-1) → 1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (1374339-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 0.42 h / 0 - 20 °C

2.1: dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium acetate / 1,4-dioxane / 1.5 h / 80 °C / Inert atmosphere

3.1: sodium carbonate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / acetonitrile; water / 15 h / 80 °C / Inert atmosphere

3.2: 0.25 h / 60 °C

With pyridine; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium acetate; sodium carbonate; In 1,4-dioxane; dichloromethane; water; acetonitrile;

upstream raw materials:

ethyl 1-[6-(5-chloro-2-{[(trifluoromethyl)sulfonyl]oxy}phenyl)pyridin-2-yl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexanone

4-(4-oxocyclohexyl)phenyl trifluoromethanesulfonate

4-(4-hydroxyphenyl)cyclohexan-1-one

Downstream raw materials:

1-(6-{4'-[4-hydroxy-4-(trifluoromethyl)cyclohexyl]-4-chlorobiphenyl-2-yl}pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

methyl 1-{6-[4-chloro-4'-(4-oxocyclohexyl)biphenyl-2-yl]pyridin-2-yl}-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Refernces