N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide

Base Information

• Chemical Name: N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide
• CAS No.: 1350918-54-5
• Molecular Formula: C₃₄H₄₁N₅O₅SSi
• Molecular Weight: 659.882
• Mol file: 1350918-54-5.mol

Synonyms:N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide

Chemical Property of N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide

There total 5 articles about N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide 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: 84.0%

4-bromo-N-(2-(2-(dimethylamino)ethoxy)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide (1350918-53-4) + 1-(phenylsulfonyl)-1H-indol-3-ylboronic acid (129271-98-3) → N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide (1350918-54-5)

Guidance literature:

With disodium hydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 110 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide (1350918-54-5)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

2: N-Bromosuccinimide / dichloromethane; N,N-dimethyl-formamide / 20 °C

3: water; lithium hydroxide / 1,4-dioxane / 48 h / 20 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 50 °C

5: disodium hydrogenphosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 110 °C / Inert atmosphere; Microwave irradiation

With 4-methyl-morpholine; disodium hydrogenphosphate; N-Bromosuccinimide; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

ethyl 4-bromo-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-imidazole-2-carboxylate (954125-17-8) → N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide (1350918-54-5)

Guidance literature:

Multi-step reaction with 3 steps

1: water; lithium hydroxide / 1,4-dioxane / 48 h / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 50 °C

3: disodium hydrogenphosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 110 °C / Inert atmosphere; Microwave irradiation

With 4-methyl-morpholine; disodium hydrogenphosphate; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; N,N-dimethyl-formamide;

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

4-bromo-N-(2-(2-(dimethylamino)ethoxy)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide

1-(phenylsulfonyl)-1H-indol-3-ylboronic acid

ethyl 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylate

Downstream raw materials:

N-(2-(2-(dimethylamino)ethoxy)phenyl)-4-(1-(phenylsulfonyl)-1H-indol-3-yl)-1H-imidazole-2-carboxamide

N-[2-[2-(dimethylamino)ethoxy]phenyl]-4-(1H-indol-3-yl)-1H-imidazole-2-carboxamide