methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate

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Chemical Name:methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate
CAS No.:1131219-59-4
Molecular Formula:C₂₃H₂₆N₂O₃
Molecular Weight:378.471
Hs Code.:

Synonyms:methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate

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Chemical Property of methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate

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Technology Process of methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate

There total 5 articles about methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate 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: 84.0%

: 1131222-65-5
6-bromo-2-[2-(pyrrolidin-1-yl)ethyl]-3,4-dihydroisoquinolin-1(2H)-one

: 99768-12-4
4-methoxycarbonylphenylboronic acid

: 1131219-59-4
methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate

Guidance literature:: With dichlorobis(tri-O-tolylphosphine)palladium; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 0.5h;
DOI:10.1021/jm300011d

Reference yield:

: 147497-32-3
6-bromo-3,4-dihydroisoquinolin-1(2H)-one

: 1131219-59-4
methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.58 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sodium periodate / tetrahydrofuran; water / 0.17 h / 0 °C

2.2: 8 h / 0 °C

3.1: sodium cyanoborohydride; acetic acid / methanol / 20 °C

4.1: dichlorobis(tri-O-tolylphosphine)palladium; potassium carbonate / 1,4-dioxane; water / 0.5 h / 90 °C

With sodium periodate; dichlorobis(tri-O-tolylphosphine)palladium; sodium hydride; sodium cyanoborohydride; potassium carbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; mineral oil; 4.1: Suzuki coupling;
DOI:10.1021/jm300011d

Reference yield:

: 1131222-49-5
2-allyl-6-bromo-3,4-dihydroisoquinolin-1(2H)-one

: 1131219-59-4
methyl 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium periodate / tetrahydrofuran; water / 0.17 h / 0 °C

1.2: 8 h / 0 °C

2.1: sodium cyanoborohydride; acetic acid / methanol / 20 °C

3.1: dichlorobis(tri-O-tolylphosphine)palladium; potassium carbonate / 1,4-dioxane; water / 0.5 h / 90 °C

With sodium periodate; dichlorobis(tri-O-tolylphosphine)palladium; sodium cyanoborohydride; potassium carbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; water; 3.1: Suzuki coupling;
DOI:10.1021/jm300011d