2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide

Base Information

• Chemical Name: 2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide
• CAS No.: 174181-79-4
• Molecular Formula: C₄₃H₄₁N₅O₅
• Molecular Weight: 707.829
• Mol file: 174181-79-4.mol

Synonyms:2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide

Chemical Property of 2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide

There total 9 articles about 2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)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:

4-(isopropylamino)anisole (16495-67-3) → 2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide (174181-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / Et₃N / CH₂Cl₂ / Ambient temperature

2: 75 percent / K₂CO₃ / dimethylformamide / 16 h / 60 °C

3: tetrahydrofuran / 4 h / Heating

With potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970265x

Reference yield:

4-methoxy-aniline (104-94-9) → 2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide (174181-79-4)

Guidance literature:

Multi-step reaction with 4 steps

1: AcOH, sodium triacetoxyborohydride / tetrahydrofuran / 15 h / Ambient temperature

2: 82 percent / Et₃N / CH₂Cl₂ / Ambient temperature

3: 75 percent / K₂CO₃ / dimethylformamide / 16 h / 60 °C

4: tetrahydrofuran / 4 h / Heating

With sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970265x

Reference yield:

1H-Indazole-3-carboxylic acid (4498-67-3) → 2-{3-[(1-benzyl-1H-indazol-3-yl)methyl]-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide (174181-79-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 735 mg / K₂CO₃ / dimethylformamide / 16 h / 60 °C

2: 448 mg / DIBAL-H / CH₂Cl₂; hexane / 4 h / -78 - 20 °C

3: 305 mg / PPh₃, Br₂ / CCl₄ / 1.5 h / Ambient temperature

4: 1.) NaN(TMS)2 / 1.) THF, DMF, 0 deg C, 5 min, 2.) THF, DMF, RT, 1 h

5: 324 mg / 6N aq. NaOH / ethanol; tetrahydrofuran / 22 h / Ambient temperature

6: oxalyl chloride / CH₂Cl₂; dimethylformamide / 2 h / Ambient temperature

7: tetrahydrofuran / 4 h / Heating

With sodium hydroxide; oxalyl dichloride; bromine; sodium hexamethyldisilazane; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970265x

upstream raw materials:

4-(isopropylamino)anisole

4-methoxy-aniline

1H-Indazole-3-carboxylic acid

2-bromo-N-isopropyl-N-(4-methoxy-phenyl)-acetamide