2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

Base Information

Chemical Name:2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one
CAS No.:1531605-44-3
Molecular Formula:C₃₄H₃₈N₂O₃
Molecular Weight:522.687
Hs Code.:

Synonyms:2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

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Chemical Property of 2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

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Technology Process of 2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

There total 12 articles about 2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-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: 61.0%

: 1531605-41-0
2-(bromomethyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

: N-(benzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline iodide

: 1531605-44-3
2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

Guidance literature:: With diisopropyl zinc; In dichloromethane; toluene; at 0 ℃; for 0.166667h; Inert atmosphere;
DOI:10.1039/c3cc48189a

Reference yield:

: 1531605-28-3
1-(1-(2-(hydroxymethyl)allyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-2-methylenebutan-1-one

: 1531605-44-3
2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: C₂₇H₃₀Cl₂N₂O₃Ru / toluene / 2 h / 80 °C / Inert atmosphere

2.1: triethylamine; methanesulfonyl bromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2.2: 1 h / Reflux; Inert atmosphere

3.1: diisopropyl zinc / dichloromethane; toluene / 0.17 h / 0 °C / Inert atmosphere

With methanesulfonyl bromide; C₂₇H₃₀Cl₂N₂O₃Ru; diisopropyl zinc; triethylamine; In dichloromethane; toluene;
DOI:10.1039/c3cc48189a

Reference yield:

: 2328-12-3
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

: 1531605-44-3
2-((2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-6,7-dihydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / dichloromethane / 48 h / 20 °C / Inert atmosphere

2.1: tert.-butyl lithium; N,N,N,N,-tetramethylethylenediamine / pentane; tetrahydrofuran / 0.67 h / -40 °C / Inert atmosphere

2.2: 4.5 h / 0 - 20 °C / Inert atmosphere

3.1: zinc dibromide / dichloromethane / 24 h / 20 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

6.1: C₂₇H₃₀Cl₂N₂O₃Ru / toluene / 2 h / 80 °C / Inert atmosphere

7.1: triethylamine; methanesulfonyl bromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

7.2: 1 h / Reflux; Inert atmosphere

8.1: diisopropyl zinc / dichloromethane; toluene / 0.17 h / 0 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; methanesulfonyl bromide; C₂₇H₃₀Cl₂N₂O₃Ru; tetrabutyl ammonium fluoride; tert.-butyl lithium; diisopropyl zinc; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc dibromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; pentane;
DOI:10.1039/c3cc48189a