N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide

Base Information

• Chemical Name: N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide
• CAS No.: 1032262-55-7
• Molecular Formula: C₁₇H₁₈N₄O
• Molecular Weight: 294.356
• Mol file: 1032262-55-7.mol

Synonyms:N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide

Chemical Property of N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide

There total 7 articles about N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide 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:

tert-butyl 3-(4-(1H-indazol-3-yl)benzamido)propylcarbamate (1032262-52-4) → N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide (1032262-55-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm800068w

Reference yield:

benzimidazole (271-44-3) → N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide (1032262-55-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: iodine; potassium hydroxide / N,N-dimethyl-formamide / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 5 h / 0 - 20 °C / Inert atmosphere

3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / ethanol; water; toluene / 12 h / 80 °C

4.1: water; lithium hydroxide / tetrahydrofuran; methanol / 18 h / 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 10 h / Reflux

7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutyl ammonium fluoride; water; iodine; sodium hydride; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3.1: Suzuki coupling;

DOI:10.1021/jm200479c

Reference yield:

methyl 4-(1-(2-(trimethylsilyl)ethoxy)methyl-1H-indazol-3-yl)benzoate (1111660-18-4) → N-(3-aminopropyl)-4-(1H-indazol-3-yl)benzamide (1032262-55-7)

Guidance literature:

Multi-step reaction with 4 steps

1: water; lithium hydroxide / tetrahydrofuran; methanol / 18 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 10 h / Reflux

4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With tetrabutyl ammonium fluoride; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm200479c

upstream raw materials:

tert-butyl 3-(4-(1H-indazol-3-yl)benzamido)propylcarbamate

benzimidazole

3-iodo-1-[2-(trimethylsilanyl)ethoxymethyl]-1H-indazole

methyl 4-(1-(2-(trimethylsilyl)ethoxy)methyl-1H-indazol-3-yl)benzoate

Downstream raw materials:

C₃₉H₅₄N₁₀O₈