2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene

Base Information

• Chemical Name: 2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene
• CAS No.: 1453393-47-9
• Molecular Formula: C₁₇H₁₉BrN₂O₂
• Molecular Weight: 363.254
• Mol file: 1453393-47-9.mol

Synonyms:2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene

Chemical Property of 2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene

There total 1 articles about 2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene 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:

4-iodo-2-nitroaniline (20691-72-9) → 2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene (1453393-47-9)

Guidance literature:

Multi-step reaction with 4 steps

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

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

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

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

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride dihdyrate; potassium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 3: |Suzuki-Miyaura Coupling;

DOI:10.1039/c3md00110e

Reference yield: 73.0%

3-(3-Imidazol-1-yl-phenyl)-3-oxo-propionic Acid tert-butyl Ester (335255-84-0) + 2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene (1453393-47-9) → 4-(4''''-bromophenyl)-1-(tert-butoxycarbonylamino)-2-{3’-[3''-(1'''H-imidazol-1'''-yl)phenyl]-3’-oxopropanamido}benzene (1453393-93-5)

Guidance literature:

In toluene; for 4h; Reflux;

DOI:10.1039/c3md00110e

Reference yield:

2-amino-4-(4’-bromophenyl)-1-(tert-butoxycarbonylamino)benzene (1453393-47-9) → 4-[3’-(1''H-imidazol-1''-yl)phenyl]-8-(4'''-iodophenyl)-2,3-dihydro-1H-1,5-benzodiazepin-2-one (1453393-68-4)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 4 h / Reflux

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

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

4: sodium hydroxide; sodium iodide; hydrogenchloride; chloroamine-T / water; ethanol / 0.5 h / 20 °C / pH 4 - 5

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloroamine-T; trifluoroacetic acid; sodium iodide; sodium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; water; toluene;

DOI:10.1039/c3md00110e

upstream raw materials:

4-iodo-2-nitroaniline

Downstream raw materials:

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

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

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

4-(4''''-bromophenyl)-1-(tert-butoxycarbonylamino)-2-{3’-[3''-(1'''H-imidazol-1'''-yl)phenyl]-3’-oxopropanamido}benzene