N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide

Base Information

• Chemical Name: N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide
• CAS No.: 1622093-62-2
• Molecular Formula: C₃₆H₃₃N₇O₂
• Molecular Weight: 595.704

Synonyms:N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide

Chemical Property of N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide

Chemical Property:

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Technology Process of N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide

There total 5 articles about N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide 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:

N-(4-azido-phenyl)-2-diethylamino-acetamide (921201-89-0) + 2-(4-(prop-2-yn-1-yloxy)phenyl)-1H-phenanthro[9,10-d]imidazole (1622093-52-0) → N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide (1622093-62-2)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; In water; tert-butyl alcohol; at 140 ℃; for 5h;

DOI:10.1016/j.bbagen.2014.05.005

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide (1622093-62-2)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / tetrahydrofuran / 16 h / 0 - 50 °C

2: tetrahydrofuran; methanol / 16 h / 0 - 20 °C

3: palladium on activated charcoal / N,N-dimethyl-formamide / 4 h / 20 °C

4: hydrogenchloride; tert.-butylnitrite; sodium azide / water

5: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate / tert-butyl alcohol; water / 5 h / 140 °C

With hydrogenchloride; sodium azide; tert.-butylnitrite; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; palladium on activated charcoal; potassium carbonate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/j.bbagen.2014.05.005

Reference yield:

2-chloro-N-(4-nitro-phenyl)-acetamide (17329-87-2) → N-(4-(4-((4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-(diethylamino)acetamide (1622093-62-2)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran; methanol / 16 h / 0 - 20 °C

2: palladium on activated charcoal / N,N-dimethyl-formamide / 4 h / 20 °C

3: hydrogenchloride; tert.-butylnitrite; sodium azide / water

4: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate / tert-butyl alcohol; water / 5 h / 140 °C

With hydrogenchloride; sodium azide; tert.-butylnitrite; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/j.bbagen.2014.05.005

upstream raw materials:

4-nitro-aniline

2-chloro-N-(4-nitro-phenyl)-acetamide

2-diethylamino-N-(4-nitro-phenyl)-acetamide

N-(4-amino-phenyl)-2-diethylamino-acetamide

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