N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide

Base Information

• Chemical Name: N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide
• CAS No.: 876365-70-7
• Molecular Formula: C₂₇H₂₃ClF₃N₃O₂
• Molecular Weight: 513.947
• Mol file: 876365-70-7.mol

Synonyms:N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide

Chemical Property of N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide

There total 6 articles about N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}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: 91.0%

(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl 4-methylbenzenesulfonate + 2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide → N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide (876365-70-7)

Guidance literature:

With potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,4-di(diphenylphosphino)-butane; In tert-Amyl alcohol; toluene; at 100 ℃; for 17h; Product distribution / selectivity;

Reference yield: 90.0%

2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide + C18H13ClF3NO3S (1108724-72-6) → N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide (876365-70-7)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; at 50 ℃; Inert atmosphere;

DOI:10.1021/op800270e

Reference yield:

2-hydroxy-5-(trifluoromethyl)pyridine (33252-63-0) → N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide (876365-70-7)

Guidance literature:

Multi-step reaction with 5 steps

1: caesium carbonate / acetonitrile / 5 °C

2: sodium hydroxide; water / acetonitrile / 50 °C

3: thionyl chloride / acetonitrile / 2.5 h / 20 °C

4: ammonia / water / 3 h / -20 - 20 °C

5: potassium carbonate; 1,4-di(diphenylphosphino)-butane / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tert-Amyl alcohol / 18 h / 100 °C

With sodium hydroxide; thionyl chloride; ammonia; water; potassium carbonate; caesium carbonate; 1,4-di(diphenylphosphino)-butane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tert-Amyl alcohol; water; acetonitrile;

upstream raw materials:

C₁₈H₁₃ClF₃NO₃S

2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoic acid

ethyl 2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoate

2-hydroxy-5-(trifluoromethyl)pyridine

Downstream raw materials:

taranabant

N-[(1R,2R)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylpropyl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide

3-{(1S,2S)-1-(4-chlorobenzyl)-2-[(2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoyl)amino]propyl}benzamide