3-(1-(5-bromo-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)-2-(5-methyl-1,3,4-oxadiazol-2-yl)ethoxy)-2,6-difluorobenzamide

Base Information

• Chemical Name: 3-(1-(5-bromo-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)-2-(5-methyl-1,3,4-oxadiazol-2-yl)ethoxy)-2,6-difluorobenzamide
• CAS No.: 1403881-74-2
• Molecular Formula: C₂₂H₁₄BrF₅N₄O₄
• Molecular Weight: 573.274
• Mol file: 1403881-74-2.mol

Synonyms:

Chemical Property of 3-(1-(5-bromo-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)-2-(5-methyl-1,3,4-oxadiazol-2-yl)ethoxy)-2,6-difluorobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1-(5-bromo-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)-2-(5-methyl-1,3,4-oxadiazol-2-yl)ethoxy)-2,6-difluorobenzamide

There total 12 articles about 3-(1-(5-bromo-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)-2-(5-methyl-1,3,4-oxadiazol-2-yl)ethoxy)-2,6-difluorobenzamide 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:

3-[1-[5-bromo-4-[4-(trifluoromethyl)phenyl]oxazol-2-yl]-3-hydroxy-propoxy]-2,6-difluoro-benzamide (1403881-27-5) + acetic acid hydrazide (1068-57-1) → 3-(1-(5-bromo-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)-2-(5-methyl-1,3,4-oxadiazol-2-yl)ethoxy)-2,6-difluorobenzamide (1403881-74-2)

Guidance literature:

3-[1-[5-bromo-4-[4-(trifluoromethyl)phenyl]oxazol-2-yl]-3-hydroxy-propoxy]-2,6-difluoro-benzamide; With Jones reagent; In acetone; at 0 - 20 ℃; for 16h;

acetic acid hydrazide; With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

With trichlorophosphate; In toluene; Reflux;

DOI:10.1016/j.bmcl.2013.11.002

Reference yield:

oxalic acid monohydrazide (6292-65-5) + 3-[1-[5-bromo-4-[4-(trifluoromethyl)phenyl]oxazol-2-yl]-3-hydroxy-propoxy]-2,6-difluoro-benzamide (1403881-27-5) → 3-(1-(5-bromo-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)-2-(5-methyl-1,3,4-oxadiazol-2-yl)ethoxy)-2,6-difluorobenzamide (1403881-74-2)

Guidance literature:

3-[1-[5-bromo-4-[4-(trifluoromethyl)phenyl]oxazol-2-yl]-3-hydroxy-propoxy]-2,6-difluoro-benzamide; With Jones reagent; In acetone; at 0 - 20 ℃; for 16h;

oxalic acid monohydrazide; With dmap; benzotriazol-1-ol; 1,2-dichloro-ethane; In N,N-dimethyl-formamide; at 20 ℃;

With trichlorophosphate; In toluene; Reflux;

DOI:10.1016/j.bmcl.2013.11.002

Reference yield:

2,6-difluoro-3-methoxybenzamide → 3-(1-(5-bromo-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)-2-(5-methyl-1,3,4-oxadiazol-2-yl)ethoxy)-2,6-difluorobenzamide (1403881-74-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: boron tribromide / dichloromethane / 48 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C

3.1: potassium carbonate; methanol / 1 h / 20 °C

4.1: Jones reagent / acetone / 16 h / 0 - 20 °C

4.2: 20 °C

4.3: Reflux

With methanol; Jones reagent; boron tribromide; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmcl.2013.11.002

upstream raw materials:

3-[4-(4-trifluoromethyl-phenyl)-oxazol-2-yl]-propionic acid methyl ester

C₁₅H₁₄F₃NO₃

C₁₅H₁₃BrF₃NO₃

C₁₅H₁₂Br₂F₃NO₃

Refernces

• 1、 Stokes, Neil R.,Baker, Nicola,Bennett, James M.,Chauhan, Pramod K.,Collins, Ian,Davies, David T.,Gavade, Maruti,Kumar, Dushyant,Lancett, Paul,Macdonald, Rebecca,MaCleod, Leanne,Mahajan, Anu,Mitchell, Jeffrey P.,Nayal, Narendra,Nayal, Yashodanand Nandan,Pitt, Gary R.W.,Singh, Mahipal,Yadav, Anju,Srivastava, Anil,Czaplewski, Lloyd G.,Haydon, David J.. "Design, synthesis and structure-activity relationships of substituted oxazole-benzamide antibacterial inhibitors of FtsZ". . p. 353 - 359. Retrieved 2015/09/08.