3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide hydrochloride

Base Information

• Chemical Name: 3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide hydrochloride
• CAS No.: 447418-45-3
• Molecular Formula: C₂₃H₂₇N₃O₂*ClH
• Molecular Weight: 413.947

Synonyms:3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide hydrochloride

Chemical Property of 3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide hydrochloride

There total 16 articles about 3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide 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: 95.0%

tert-butyl {[6-(3-amino-3-oxopropyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl]methyl}carbamate (447425-78-7) → 3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide hydrochloride (447418-45-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; at 20 ℃; for 15h;

DOI:10.1016/j.bmc.2011.06.059

Reference yield:

C21H19BrO7 → 3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide hydrochloride (447418-45-3)

Guidance literature:

Multi-step reaction with 13 steps

1: hydrogenchloride; water; acetic acid / 8 h / 120 °C

2: methanol / 15 h / 20 °C

3: hydrogenchloride / ethyl acetate / 3 h / 20 °C

4: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C

5: sodium tetrahydroborate / tetrahydrofuran; 1,2-dimethoxyethane / 2 h / 0 °C

6: pyridine; thionyl chloride / tetrahydrofuran; toluene / 3 h / 20 °C

7: ammonia / tetrahydrofuran; ethanol / 5 h / 140 °C / Sealed tube

8: dmap / tetrahydrofuran / 1 h / 20 °C

9: palladium diacetate; triethylamine / N,N-dimethyl-formamide / 8 h / 80 °C / Inert atmosphere

10: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; ethanol / 760.05 Torr

11: sodium hydroxide / tetrahydrofuran; ethanol / 1 h / 20 °C

12: N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C

13: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 15 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; thionyl chloride; N-hydroxybenzotriazole ammonium salt; oxalyl dichloride; 5%-palladium/activated carbon; ammonia; water; hydrogen; palladium diacetate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; 9: Heck reaction;

DOI:10.1016/j.bmc.2011.06.059

Reference yield:

6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylic acid (583837-70-1) → 3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]propanamide hydrochloride (447418-45-3)

Guidance literature:

Multi-step reaction with 12 steps

1: methanol / 15 h / 20 °C

2: hydrogenchloride / ethyl acetate / 3 h / 20 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C

4: sodium tetrahydroborate / tetrahydrofuran; 1,2-dimethoxyethane / 2 h / 0 °C

5: pyridine; thionyl chloride / tetrahydrofuran; toluene / 3 h / 20 °C

6: ammonia / tetrahydrofuran; ethanol / 5 h / 140 °C / Sealed tube

7: dmap / tetrahydrofuran / 1 h / 20 °C

8: palladium diacetate; triethylamine / N,N-dimethyl-formamide / 8 h / 80 °C / Inert atmosphere

9: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran; ethanol / 760.05 Torr

10: sodium hydroxide / tetrahydrofuran; ethanol / 1 h / 20 °C

11: N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C

12: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 15 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; thionyl chloride; N-hydroxybenzotriazole ammonium salt; oxalyl dichloride; 5%-palladium/activated carbon; ammonia; hydrogen; palladium diacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; 8: Heck reaction;

DOI:10.1016/j.bmc.2011.06.059

upstream raw materials:

6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylic acid

6-bromo-3-(chloromethyl)-2-(2-methylpropyl)-4-phenylisoquinolin-1(2H)-one

3-(aminomethyl)-6-bromo-2-(2-methyl)propyl-4-phenylisoquinolin-1(2H)-one

6-bromo-3-(hydroxymethyl)-2-(2-methylpropyl)-4-phenylisoquinolin-1(2H)-one

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