4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one

Base Information

• Chemical Name: 4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one
• CAS No.: 1453394-04-1
• Molecular Formula: C₂₈H₂₈N₄O₂Sn
• Molecular Weight: 571.266

Synonyms:4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one

Chemical Property of 4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one

There total 12 articles about 4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-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: 89.0%

8-(4'''-bromophenyl)-4-[3’-(1''H-imidazol-1''yl)phenyl]-7-methoxy-2,3-dihydro-1H-1,5-benzodiazepin-2-one (1453393-64-0) + hexamethyldistannane (661-69-8) → 4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one (1453394-04-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 90 ℃; for 48h; Inert atmosphere;

DOI:10.1039/c3md00110e

Reference yield:

2-nitro-4-iodo-5-chloroaniline (335349-57-0) → 4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one (1453394-04-1)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium hydroxide / dimethyl sulfoxide / 6 h / 60 °C

2: triethylamine; dmap / dichloromethane / 18 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

4: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 1.5 h / 110 °C

5: tin(II) chloride dihdyrate; pyridine / ethyl acetate / 17 h / 20 °C

6: toluene / 4 h / Reflux

7: trifluoroacetic acid / dichloromethane / 0.5 h / 0 - 20 °C

8: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 48 h / 90 °C / Inert atmosphere

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride dihdyrate; potassium carbonate; triethylamine; trifluoroacetic acid; potassium hydroxide; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; 4: |Suzuki-Miyaura Coupling;

DOI:10.1039/c3md00110e

Reference yield:

5-chloro-2-nitroaniline (1635-61-6) → 4-[3’-(1''H-imidazol-1''-yl)phenyl]-7-methoxy-8-(4'''-(trimethylstannyl)phenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one (1453394-04-1)

Guidance literature:

Multi-step reaction with 9 steps

1: Iodine monochloride; acetic acid; sodium acetate / 3 h / 80 °C

2: potassium hydroxide / dimethyl sulfoxide / 6 h / 60 °C

3: triethylamine; dmap / dichloromethane / 18 h / 20 °C

4: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

5: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 1.5 h / 110 °C

6: tin(II) chloride dihdyrate; pyridine / ethyl acetate / 17 h / 20 °C

7: toluene / 4 h / Reflux

8: trifluoroacetic acid / dichloromethane / 0.5 h / 0 - 20 °C

9: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 48 h / 90 °C / Inert atmosphere

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride dihdyrate; sodium acetate; Iodine monochloride; potassium carbonate; acetic acid; triethylamine; trifluoroacetic acid; potassium hydroxide; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; 5: |Suzuki-Miyaura Coupling;

DOI:10.1039/c3md00110e

upstream raw materials:

5-chloro-2-nitroaniline

2-nitro-4-iodo-5-chloroaniline

4-iodo-5-methoxy-2-nitroaniline

1-(tert-butoxycarbonylamino)-4-iodo-5-methoxy-2-nitrobenzene

Downstream raw materials:

4-[3’-(1''H-imidazol-1''-yl)phenyl]-8-(4'''-iodophenyl)-7-methoxy-2,3-dihydro-1H-1,5-benzodiazepin-2-one

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