2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole
• CAS No.: 1262106-89-7
• Molecular Formula: C₂₃H₂₀Cl₃N₃O₃
• Molecular Weight: 492.789
• Mol file: 1262106-89-7.mol

Synonyms:2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole

Chemical Property of 2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole

There total 4 articles about 2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole 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: 58.0%

5-chloro-2-(3,4-dichlorophenyl)pentanoic acid (1262106-90-0) + 3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)benzohydrazide hydrochloride (1262106-83-1) → 2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole (1262106-89-7)

Guidance literature:

5-chloro-2-(3,4-dichlorophenyl)pentanoic acid; 3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)benzohydrazide hydrochloride; With triethylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

With tetrachloromethane; triphenylphosphine; In acetonitrile; for 2h; Reflux;

Reference yield:

3,4-dichlorophenyl acetic acid (5807-30-7) → 2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole (1262106-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Cooling with ice

1.2: 18 h / 20 °C

2.1: triethylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 2 h / Reflux

With n-butyllithium; triethylamine; HATU; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

Reference yield:

5-chloro-2-(3,4-dichlorophenyl)pentanoic acid (1262106-90-0) → 2-[4-chloro-1-(3,4-dichlorophenyl)butyl]-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole (1262106-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide

2: triphenylphosphine / tetrachloromethane; acetonitrile

With triethylamine; triphenylphosphine; In tetrachloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2015.07.101

upstream raw materials:

3,4-dichlorophenyl acetic acid

5-chloro-2-(3,4-dichlorophenyl)pentanoic acid

3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)benzohydrazide hydrochloride

Downstream raw materials:

8-(3,4-dichlorophenyl)-3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-ol

8-(3,4-dichlorophenyl)-3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine