9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one

Base Information

• Chemical Name: 9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one
• CAS No.: 1350816-41-9
• Molecular Formula: C₂₄H₂₃ClF₃N₅O
• Molecular Weight: 489.928

Synonyms:9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one

Chemical Property of 9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one

Chemical Property:

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Technology Process of 9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one

There total 9 articles about 9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one 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: 1.0%

C13H19F3N4*ClH + 8-chloro-4<(dimethylamino)methylidene>-3,4-dihydro-1H-1-benzazepine-2,5-dione (87379-40-6) → 9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one (1350816-41-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 125 ℃; Inert atmosphere;

DOI:10.1021/jm2011172

Reference yield:

4-bromo-2-nitro-1-(trifluoromethyl)benzene (251115-21-6) → 9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one (1350816-41-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 20 °C / Inert atmosphere

1.2: 80 °C / Inert atmosphere

2.1: hydrogen; palladium(II) hydroxide / methanol

3.1: mercury (II) chloride; triethylamine / dichloromethane / 20 °C / Inert atmosphere

4.1: hydrogenchloride / 1,4-dioxane / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 125 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; palladium(II) hydroxide; potassium carbonate; mercury (II) chloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling;

DOI:10.1021/jm2011172

Reference yield:

N,N-Dimethylpropargylamin (7223-38-3) → 9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one (1350816-41-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 20 °C / Inert atmosphere

1.2: 80 °C / Inert atmosphere

2.1: hydrogen; palladium(II) hydroxide / methanol

3.1: mercury (II) chloride; triethylamine / dichloromethane / 20 °C / Inert atmosphere

4.1: hydrogenchloride / 1,4-dioxane / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 125 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; palladium(II) hydroxide; potassium carbonate; mercury (II) chloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling;

DOI:10.1021/jm2011172

upstream raw materials:

N,N-Dimethylpropargylamin

2-amino-4-chloro-benzoic acid methyl ester

4-bromo-2-nitro-1-(trifluoromethyl)benzene

C₁₂H₁₁F₃N₂O₂

Downstream raw materials:

9-chloro-2-(5-(3-(dimethylamino)propyl)-2-(trifluoromethyl)phenylamino)-5H-benzo[b]pyrimido[4,5-d]azepine-6(7H)-thione

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