6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one hydrochloride

Base Information

Chemical Name:6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one hydrochloride
CAS No.:1131217-20-3
Molecular Formula:C₂₅H₂₈N₂O₂*ClH
Molecular Weight:424.97
Hs Code.:

Synonyms:6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one hydrochloride

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Chemical Property of 6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one hydrochloride

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Technology Process of 6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one hydrochloride

There total 12 articles about 6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one 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: 33.0%

: 1131224-10-6
N-methoxy-N-methyl-4-[1-oxo-2-(2-pyrrolidin-1-ylethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl]benzamide

: 23719-80-4
cyclopropylmagnesium bromide

: 1131217-20-3
6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one hydrochloride

Guidance literature:: N-methoxy-N-methyl-4-[1-oxo-2-(2-pyrrolidin-1-ylethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl]benzamide; cyclopropylmagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃;

With water; ammonium chloride; In tetrahydrofuran;

With hydrogenchloride; In diethyl ether; ethanol;

Reference yield:

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

: 1131217-20-3
6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one hydrochloride

Guidance literature:: Multi-step reaction with 10 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

5.1: water; sodium hydroxide / ethanol / 3 h / 20 °C

6.1: thionyl chloride / 1 h / 65 °C

7.1: tetrahydrofuran / 1 h / 0 - 20 °C

8.1: hydrogenchloride / diethyl ether; ethanol; water

9.1: tetrahydrofuran / 0 - 20 °C

10.1: hydrogenchloride / diethyl ether; ethanol; water

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

Reference yield:

: 4-(1-oxo-2-(2-(pyrrolidin-1-yl)ethyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)benzoyl chloride

: 1131217-20-3
6-[4-(cyclopropylcarbonyl)phenyl]-2-(2-pyrrolidin-1-ylethyl)-3,4-dihydroisoquinolin-1(2H)-one hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 1 h / 0 - 20 °C

2: hydrogenchloride / diethyl ether; ethanol; water

3: tetrahydrofuran / 0 - 20 °C

4: hydrogenchloride / diethyl ether; ethanol; water

With hydrogenchloride; In tetrahydrofuran; diethyl ether; ethanol; water;
DOI:10.1021/jm300011d