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

Base Information

• Chemical Name: (2E)-3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]prop-2-enamide hydrochloride
• CAS No.: 447416-90-2
• Molecular Formula: C₂₃H₂₅N₃O₂*ClH
• Molecular Weight: 411.931

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about (2E)-3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]prop-2-enamide 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: 95.2%

tert-butyl ({6-[(1E)-3-amino-3-oxoprop-1-en-1-yl]-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl}methyl)carbamate (447424-09-1) → (2E)-3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]prop-2-enamide hydrochloride (447416-90-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate;

Reference yield:

C21H19BrO7 → (2E)-3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]prop-2-enamide hydrochloride (447416-90-2)

Guidance literature:

Multi-step reaction with 12 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: 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; ammonia; water; 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) → (2E)-3-[3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl]prop-2-enamide hydrochloride (447416-90-2)

Guidance literature:

Multi-step reaction with 11 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: sodium hydroxide / tetrahydrofuran; ethanol / 1 h / 20 °C

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

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

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; thionyl chloride; N-hydroxybenzotriazole ammonium salt; oxalyl dichloride; ammonia; 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:

tert-butyl ({6-[(1E)-3-amino-3-oxoprop-1-en-1-yl]-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl}methyl)carbamate

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

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