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

Base Information

Chemical Name:9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethoxy)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one hydrochloride
CAS No.:1350816-38-4
Molecular Formula:C₂₄H₂₃ClF₃N₅O₂*ClH
Molecular Weight:542.388
Hs Code.:

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

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

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

There total 9 articles about 9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethoxy)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one hydrochloride 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: 20.0%

: C₁₃H₁₉F₃N₄O*ClH

: 87379-40-6
8-chloro-4<(dimethylamino)methylidene>-3,4-dihydro-1H-1-benzazepine-2,5-dione

: 1350816-38-4
9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethoxy)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one hydrochloride

Guidance literature:: C₁₃H₁₉F₃N₄O*ClH; 8-chloro-4<(dimethylamino)methylidene>-3,4-dihydro-1H-1-benzazepine-2,5-dione; With potassium carbonate; In ethanol; at 125 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jm2011172

Reference yield:

: 7223-38-3
N,N-Dimethylpropargylamin

: 1350816-38-4
9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethoxy)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one hydrochloride

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 / ethanol / 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; ethanol; dichloromethane; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling;
DOI:10.1021/jm2011172

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 1350816-38-4
9-chloro-2-{[5-[3-(dimethylamino)propyl]-2-(trifluoromethoxy)phenyl]amino}-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 10 °C

2.2: 20 °C / pH 4

3.1: water / dimethyl sulfoxide / 150 °C / Cooling

3.2: 0 °C

4.1: tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

5.1: potassium carbonate / ethanol / 125 °C / Inert atmosphere

With dmap; potassium tert-butylate; water; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; 2.1: Dieckmann reaction;
DOI:10.1021/jm2011172