3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide

Base Information

• Chemical Name: 3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide
• CAS No.: 1350473-97-0
• Molecular Formula: C₂₇H₁₇Cl₃N₄O₂
• Molecular Weight: 535.817

Synonyms:3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide

Chemical Property of 3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide

Chemical Property:

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Technology Process of 3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide

There total 9 articles about 3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}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: 47.0%

3,4-dichloro-N-{4-[3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide (1421622-01-6) → 3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide (1350473-97-0)

Guidance literature:

3,4-dichloro-N-{4-[3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide; With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

With water; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/j.ejmech.2011.08.013

Reference yield:

methyl 4-chloro-3-methoxybenzoate (116022-18-5) → 3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide (1350473-97-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / -25 - 20 °C

2.1: 18 h / 20 °C

2.2: 20 °C

3.1: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 8 h / 90 °C / Inert atmosphere

4.1: palladium on activated charcoal; hydrogen / tetrahydrofuran / 2 h / 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 0 - 80 °C / Inert atmosphere

6.1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

With copper(l) iodide; palladium on activated charcoal; hydrogen; boron tribromide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; L-proline; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2011.08.013

Reference yield:

1-(4-chloro-3-methoxyphenyl)-2-(pyridin-4-yl)ethanone (342435-01-2) → 3,4-dichloro-N-{4-[3-(4-chloro-3-hydroxyphenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl]phenyl}benzamide (1350473-97-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 18 h / 20 °C

1.2: 20 °C

2.1: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 8 h / 90 °C / Inert atmosphere

3.1: palladium on activated charcoal; hydrogen / tetrahydrofuran / 2 h / 20 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 0 - 80 °C / Inert atmosphere

5.1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

With copper(l) iodide; palladium on activated charcoal; hydrogen; boron tribromide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; L-proline; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2011.08.013

upstream raw materials:

methyl 4-chloro-3-methoxybenzoate

1-(4-chloro-3-methoxyphenyl)-2-(pyridin-4-yl)ethanone

4-(3-(4-chloro-3-methoxyphenyl)-1H-pyrazol-4-yl)pyridine

4-[3-(4-chloro-3-methoxyphenyl)-1-(4-nitrophenyl)-1H-pyrazol-4-yl]pyridine

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