4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile hydrochloride

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Chemical Name:4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile hydrochloride
CAS No.:1131215-88-7
Molecular Formula:C₂₃H₂₅N₃O*ClH
Molecular Weight:395.932
Hs Code.:

Synonyms:4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile hydrochloride

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Chemical Property of 4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile hydrochloride

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Technology Process of 4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile hydrochloride

There total 6 articles about 4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile 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: 58.0%

: 1131222-71-3
(R)-5-Bromo-2-[2-(2-methylpyrrolidin-1-yl)ethyl]-3,4-dihydroisoquinolin-1(2H)-one

: 126747-14-6
4-cyanophenylboronic acid

: 1131215-88-7
4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile hydrochloride

Guidance literature:: (R)-5-Bromo-2-[2-(2-methylpyrrolidin-1-yl)ethyl]-3,4-dihydroisoquinolin-1(2H)-one; 4-cyanophenylboronic acid; With dichlorobis(tri-O-tolylphosphine)palladium; potassium carbonate; In 1,4-dioxane; water; at 90 ℃;

With hydrogenchloride; In diethyl ether; ethanol; water; for 0.166667h;
DOI:10.1021/jm300011d

Reference yield:

: 1109230-25-2
5-bromo-1,2,3,4-tetrahydroisoquinolin-1-one

: 1131215-88-7
4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile hydrochloride

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 / 90 °C

4.2: 0.17 h

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:

: 1131222-53-1
2-allyl-5-bromo-3,4-dihydroisoquinolin-1(2H)-one

: 1131215-88-7
4-(2-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-5-yl)benzonitrile hydrochloride

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 / 90 °C

3.2: 0.17 h

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