2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-one

Base Information

• Chemical Name: 2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-one
• CAS No.: 1000016-82-9
• Molecular Formula: C₂₂H₂₅N₃O₂
• Molecular Weight: 363.459
• Mol file: 1000016-82-9.mol

Synonyms:2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-one

Chemical Property of 2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-one

There total 13 articles about 2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-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:

2,4-dimethoxybenzyl{4-methyl-3-[1-oxo-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-2(1H)-yl]phenyl}carbamate → 2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-one (1000016-82-9)

Guidance literature:

2,4-dimethoxybenzyl{4-methyl-3-[1-oxo-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-2(1H)-yl]phenyl}carbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With triethylamine; In methanol; dichloromethane;

Reference yield:

4-methyl-3-nitrobenzoyl chloride (10397-30-5) → 2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-one (1000016-82-9)

Guidance literature:

Multi-step reaction with 11 steps

1.1: triethylamine / dichloromethame / 16 h / 0 - 20 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h

3.1: acetic acid; toluene / 1.5 h / 150 °C / Irradiation

4.1: sodium tetrahydroborate / methanol; dichloromethane / 17 h / 20 °C

4.2: 4 h

5.1: lithium iodide / 2,4,6-trimethyl-pyridine / 1.5 h / 200 °C / Irradiation

6.1: hydrogen bromide / water / 1 h / 150 °C / Irradiation

7.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C

8.1: lithium hydroxide; water / methanol / 18 h / 20 °C

8.2: pH 7

9.1: diphenyl phosphoryl azide; triethylamine / tetrahydrofuran / 48 h / 20 °C

10.1: toluene / 1.5 h / Heating / reflux

11.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With lithium hydroxide; sodium tetrahydroborate; diphenyl phosphoryl azide; water; hydrogen bromide; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; trifluoroacetic acid; lithium iodide; palladium 10% on activated carbon; In tetrahydrofuran; 2,4,6-trimethyl-pyridine; methanol; dichloromethame; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;

Reference yield:

N-cyclopropyl-4-methyl-3-nitrobenzamide (303133-89-3) → 2-(5-amino-2-methylphenyl)-7-(2-pyrrolidin-1-ylethoxy)isoquinolin-1(2H)-one (1000016-82-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h

2.1: acetic acid; toluene / 1.5 h / 150 °C / Irradiation

3.1: sodium tetrahydroborate / methanol; dichloromethane / 17 h / 20 °C

3.2: 4 h

4.1: lithium iodide / 2,4,6-trimethyl-pyridine / 1.5 h / 200 °C / Irradiation

5.1: hydrogen bromide / water / 1 h / 150 °C / Irradiation

6.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C

7.1: lithium hydroxide; water / methanol / 18 h / 20 °C

7.2: pH 7

8.1: diphenyl phosphoryl azide; triethylamine / tetrahydrofuran / 48 h / 20 °C

9.1: toluene / 1.5 h / Heating / reflux

10.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With lithium hydroxide; sodium tetrahydroborate; diphenyl phosphoryl azide; water; hydrogen bromide; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; trifluoroacetic acid; lithium iodide; palladium 10% on activated carbon; In tetrahydrofuran; 2,4,6-trimethyl-pyridine; methanol; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;

upstream raw materials:

7-methoxy-1H-isochromene-1,3(4H)-dione

3-amino-N-cyclopropyl-4-methylbenzamide

N-cyclopropyl-4-methyl-3-nitrobenzamide

3-(7-hydroxy-1-oxo-1H-isoquinolin-2-yl)-4-methylbenzoic acid