ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

Base Information

• Chemical Name: ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate
• CAS No.: 1072947-92-2
• Molecular Formula: C₂₃H₂₃ClN₄O₄
• Molecular Weight: 454.913
• Mol file: 1072947-92-2.mol

Synonyms:ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

Chemical Property of ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

There total 12 articles about ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate 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: 78.0%

ethyl 3-{4-[(hydroxyamino)(imino)methyl]-1H-indazol-1-yl}propanoate (1072947-82-0) + 3-chloro-4-[(1-methylethyl)oxy]benzoyl chloride (213767-19-2) → ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate (1072947-92-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 - 120 ℃; for 4.5h; Cooling with ice;

DOI:10.1021/jm5010336

Reference yield:

4-bromoindazole (186407-74-9) → ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate (1072947-92-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 70 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / Inert atmosphere; Reflux

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 2.17 h / 20 °C / Reflux

4: triethylamine / N,N-dimethyl-formamide / 40 h / 120 °C / Cooling with ice

With hydroxylamine hydrochloride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

ethyl 3-{4-[(hydroxyamino)(imino)methyl]-1H-indazol-1-yl}propanoate (1072947-82-0) + ethyl 3-{4-[(hydroxyamino)(imino)methyl]-2H-indazol-2-yl}propanoate (1072947-83-1) + 3-chloro-4-isopropoxy-benzoic acid (213598-07-3) → ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate (1072947-92-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 120 ℃; for 2h;

upstream raw materials:

ethyl 3-{4-[(hydroxyamino)(imino)methyl]-1H-indazol-1-yl}propanoate

ethyl 3-{4-[(hydroxyamino)(imino)methyl]-2H-indazol-2-yl}propanoate

3-chloro-4-isopropoxy-benzoic acid

ethyl acrylate

Downstream raw materials:

3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoic acid

ethyl 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2-hydroxypropanoate

lithium 3-[4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2-hydroxypropanoate