9-chloro-2-({5-[3-(dimethylamino)propyl]-2-methoxyphenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione hydrochloride

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Chemical Name:9-chloro-2-({5-[3-(dimethylamino)propyl]-2-methoxyphenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione hydrochloride
CAS No.:1350816-06-6
Molecular Formula:C₂₄H₂₆ClN₅OS*ClH
Molecular Weight:504.483
Hs Code.:

Synonyms:9-chloro-2-({5-[3-(dimethylamino)propyl]-2-methoxyphenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione hydrochloride

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

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

There total 10 articles about 9-chloro-2-({5-[3-(dimethylamino)propyl]-2-methoxyphenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione 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: 85.0%

: 1350816-35-1
9-chloro-2-(5-(3-(dimethylamino)propyl)-2-methoxyphenylamino)-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

: 1350816-06-6
9-chloro-2-({5-[3-(dimethylamino)propyl]-2-methoxyphenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione hydrochloride

Guidance literature:: 9-chloro-2-(5-(3-(dimethylamino)propyl)-2-methoxyphenylamino)-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one; With Lawessons reagent; In tetrahydrofuran; at 60 ℃; for 1h;

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

Reference yield:

: 7223-38-3
N,N-Dimethylpropargylamin

: 1350816-06-6
9-chloro-2-({5-[3-(dimethylamino)propyl]-2-methoxyphenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: 80 °C

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

6.1: Lawessons reagent / tetrahydrofuran / 1 h / 60 °C

With Lawessons reagent; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; palladium(II) hydroxide; potassium carbonate; mercury (II) chloride; triethylamine; In tetrahydrofuran; 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

: 1350816-06-6
9-chloro-2-({5-[3-(dimethylamino)propyl]-2-methoxyphenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione hydrochloride

Guidance literature:: Multi-step reaction with 6 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

6.1: Lawessons reagent / tetrahydrofuran / 1 h / 60 °C

With Lawessons reagent; 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