N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide

Base Information

Chemical Name:N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide
CAS No.:1623159-98-7
Molecular Formula:C₁₈H₁₇ClN₆O₂
Molecular Weight:384.825
Hs Code.:

Synonyms:N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide

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Chemical Property of N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide

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Technology Process of N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide

There total 12 articles about N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide 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: 51.0%

: 1623159-92-1
6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinic acid

: 108-42-9
3-chloro-aniline

: 1623159-98-7
N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide

Guidance literature:: 6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

3-chloro-aniline; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1016/j.ejmech.2014.08.025

Reference yield:

: 105-50-0
diethyl 1,3-acetonedicarboxylate

: 1623159-98-7
N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: acetic acid / 2 h / 120 °C / Inert atmosphere

1.2: 18 h / 0 - 20 °C / Inert atmosphere

2.1: trichlorophosphate / 2.5 h / 110 °C

3.1: hydrogenchloride / ethanol; water / 3 h / 80 °C

4.1: toluene / 72 h / Reflux

5.1: trifluoroacetic acid; triethylsilane / dichloromethane / 4 h / 20 °C

6.1: 1,4-dioxane / 48 h / 100 °C

7.1: sodium hydroxide / water / 48 h / 75 °C

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.25 h / 20 °C

8.2: 18 h / 40 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

9.2: 16 h / 20 °C / Inert atmosphere

10.1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium tert-butylate / water; 1,4-dioxane / 16 h / 20 - 100 °C / Inert atmosphere

11.1: sodium hydroxide / water / 2 h / 20 °C

12.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.25 h / 20 °C

12.2: 16 h / 20 °C

With hydrogenchloride; triethylsilane; potassium tert-butylate; palladium diacetate; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; mineral oil; 10.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.ejmech.2014.08.025

Reference yield:

: 6975-44-6
4,6-dihydroxynicotinic acid ethyl ester

: 1623159-98-7
N-(3-chlorophenyl)-6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: trichlorophosphate / 2.5 h / 110 °C

2.1: hydrogenchloride / ethanol; water / 3 h / 80 °C

3.1: toluene / 72 h / Reflux

4.1: trifluoroacetic acid; triethylsilane / dichloromethane / 4 h / 20 °C

5.1: 1,4-dioxane / 48 h / 100 °C

6.1: sodium hydroxide / water / 48 h / 75 °C

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.25 h / 20 °C

7.2: 18 h / 40 °C

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

8.2: 16 h / 20 °C / Inert atmosphere

9.1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium tert-butylate / water; 1,4-dioxane / 16 h / 20 - 100 °C / Inert atmosphere

10.1: sodium hydroxide / water / 2 h / 20 °C

11.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.25 h / 20 °C

11.2: 16 h / 20 °C

With hydrogenchloride; triethylsilane; potassium tert-butylate; palladium diacetate; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil; 9.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.ejmech.2014.08.025