6-Isoquinolinecarboxamide, 3-(aminomethyl)-1,2-dihydro-2-(2-methylpropyl)-1-oxo-4-phenyl-, monohydrochloride

Base Information

• Chemical Name: 6-Isoquinolinecarboxamide, 3-(aminomethyl)-1,2-dihydro-2-(2-methylpropyl)-1-oxo-4-phenyl-, monohydrochloride
• CAS No.: 447415-37-4
• Molecular Formula: C21H23N3O2.ClH
• Molecular Weight: 385.893

Synonyms:

Chemical Property of 6-Isoquinolinecarboxamide, 3-(aminomethyl)-1,2-dihydro-2-(2-methylpropyl)-1-oxo-4-phenyl-, monohydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Isoquinolinecarboxamide, 3-(aminomethyl)-1,2-dihydro-2-(2-methylpropyl)-1-oxo-4-phenyl-, monohydrochloride

There total 14 articles about 6-Isoquinolinecarboxamide, 3-(aminomethyl)-1,2-dihydro-2-(2-methylpropyl)-1-oxo-4-phenyl-, monohydrochloride 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: 85.0%

tert-butyl {[6-carbamoyl-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl]methyl}carbamate (447423-19-0) → 3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxamide hydrochloride (447415-37-4)

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-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxamide hydrochloride (447415-37-4)

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: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / dimethyl sulfoxide / 15 h / 80 °C

10: sodium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

11: N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 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; 1,3-bis-(diphenylphosphino)propane; 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; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;

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-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carboxamide hydrochloride (447415-37-4)

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: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / dimethyl sulfoxide / 15 h / 80 °C

9: sodium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

10: N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 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; 1,3-bis-(diphenylphosphino)propane; 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; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;

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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