5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-2-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1H-benzimidazole

Base Information

• Chemical Name: 5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-2-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1H-benzimidazole
• CAS No.: 1613696-23-3
• Molecular Formula: C₂₇H₂₉F₃N₄O₃
• Molecular Weight: 514.547
• Mol file: 1613696-23-3.mol

Synonyms:

Chemical Property of 5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-2-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1H-benzimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-2-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1H-benzimidazole

There total 6 articles about 5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-2-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1H-benzimidazole 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: 51.0%

4-(3,5-dimethyl-1,2-oxazol-4-yl)-N1-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine (1613694-70-4) + 3-[4-(trifluoromethoxy)phenyl]propanoic acid (886499-74-7) → 5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-2-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1H-benzimidazole (1613696-23-3)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; for 16h; Reflux; Inert atmosphere;

DOI:10.1021/ja412434f

Reference yield: 17.0%

3-(4-trifluoromethoxyphenyl)propionaldehyde (1036396-43-6) + 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[2-(morpholin-4-yl)ethyl]-2-nitroaniline (1613695-21-8) → 5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-2-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1H-benzimidazole (1613696-23-3)

Guidance literature:

With sodium dithionite; In ethanol; water; at 70 ℃; for 18h;

DOI:10.1021/acs.jmedchem.6b01839

Reference yield:

4-Bromo-1-fluoro-2-nitrobenzene (364-73-8) → 5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-2-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1H-benzimidazole (1613696-23-3)

Guidance literature:

Multi-step reaction with 4 steps

1: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium hydrogencarbonate / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 21 h / 20 °C

3: sodium dithionite / water; ethanol / 1 h / Reflux

4: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 16 h / Reflux; Inert atmosphere

With sodium dithionite; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium hydrogencarbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; ethyl acetate; 1: |Suzuki Coupling;

DOI:10.1021/ja412434f

upstream raw materials:

4-(3,5-dimethyl-1,2-oxazol-4-yl)-N¹-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine

3-[4-(trifluoromethoxy)phenyl]propanoic acid

4-Bromo-1-fluoro-2-nitrobenzene

3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole