3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide

Base Information

Chemical Name:3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide
CAS No.:1202273-76-4
Molecular Formula:C₂₄H₂₄N₄O
Molecular Weight:384.481
Hs Code.:

Synonyms:3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide

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Chemical Property of 3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide

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Technology Process of 3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide

There total 6 articles about 3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide 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: 71.0%

: 1202273-69-5
3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanoic acid

: 1202273-76-4
3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide

Guidance literature:: 3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

With ammonia; In methanol; dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/jm200695m

Reference yield:

: methyl 3-hydroxy-2,2-dimethyl-3-(4-nitrophenyl)propionate

: 1202273-76-4
3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen / palladium on activated charcoal / ethanol / 0.5 h

2.1: pyridine; copper diacetate / dichloromethane / 72 h / 20 °C / Molecular sieve

3.1: 1,1'-carbonyldiimidazole / acetonitrile / 1 h / Reflux

4.1: potassium hydroxide / ethanol / 72 h / Reflux

4.2: pH 3

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

5.2: 20 °C

With pyridine; hydrogen; copper diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,1'-carbonyldiimidazole; potassium hydroxide; palladium on activated charcoal; In ethanol; dichloromethane; acetonitrile; 2.1: Suzuki Coupling;

Reference yield:

: 1202273-87-7
3-(4-aminophenyl)-3-hydroxy-2,2-dimethylpropionic acid methyl ester

: 1202273-76-4
3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine; copper diacetate / dichloromethane / 72 h / 20 °C / Molecular sieve

2.1: 1,1'-carbonyldiimidazole / acetonitrile / 1 h / Reflux

3.1: potassium hydroxide / ethanol / 72 h / Reflux

3.2: pH 3

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4.2: 20 °C

With pyridine; copper diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,1'-carbonyldiimidazole; potassium hydroxide; In ethanol; dichloromethane; acetonitrile; 1.1: Suzuki Coupling;