2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

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Chemical Name:2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline
CAS No.:645395-77-3
Molecular Formula:C₂₉H₃₃ClN₂O₂
Molecular Weight:477.046
Hs Code.:

Synonyms:2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

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Chemical Property of 2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

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Technology Process of 2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

There total 7 articles about 2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline 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:

: 7250-67-1
1-(2-chloroethyl)pyrrolidine hydrochloride

: 645393-91-5
4-[6-methoxy-2-(4-chlorophenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl]phenol

: 645395-77-3
2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: 4-[6-methoxy-2-(4-chlorophenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl]phenol; With sodium hydride; In 1,4-dioxane; at 20 ℃;

1-(2-chloroethyl)pyrrolidine hydrochloride; With sodium hydride; In 1,4-dioxane; at 80 ℃;
DOI:10.1021/jm030086h

Reference yield:

: 637-87-6
1-Chloro-4-iodobenzene

: 645395-77-3
2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1.1: CuI; K₂CO₃ / dimethylformamide / 150 °C

2.1: hexane; tetrahydrofuran / -78 °C

2.2: aq. HClO₄ / hexane; tetrahydrofuran; ethyl acetate / 0.17 h

3.1: tetrahydrofuran; diethyl ether / 0 - 20 °C

4.1: AlCl₃; Me₂NPh / CH₂Cl₂ / 20 °C

5.1: NaH / dioxane / 20 °C

5.2: NaH / dioxane / 80 °C

With copper(l) iodide; aluminium trichloride; sodium hydride; potassium carbonate; N,N-dimethyl-aniline; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Ullmann reaction;
DOI:10.1021/jm030086h

Reference yield:

: 4-Benzyloxyphenyl lithium

: 645395-77-3
2-(4-chloro-phenyl)-6-methoxy-1-methyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: hexane; tetrahydrofuran / -78 °C

1.2: aq. HClO₄ / hexane; tetrahydrofuran; ethyl acetate / 0.17 h

2.1: tetrahydrofuran; diethyl ether / 0 - 20 °C

3.1: AlCl₃; Me₂NPh / CH₂Cl₂ / 20 °C

4.1: NaH / dioxane / 20 °C

4.2: NaH / dioxane / 80 °C

With aluminium trichloride; sodium hydride; N,N-dimethyl-aniline; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jm030086h