1-(2-Amino-1-(isopropylsulfonyl)-1H-benzo[d]imidazol-6-yl)-2-(2,4-difluorophenyl)ethane-1,2-dione

Base Information

• Chemical Name: 1-(2-Amino-1-(isopropylsulfonyl)-1H-benzo[d]imidazol-6-yl)-2-(2,4-difluorophenyl)ethane-1,2-dione
• CAS No.: 849064-39-7
• Molecular Formula: C18H15F2N3O4S
• Molecular Weight: 407.398
• DSSTox Substance ID: DTXSID70461801
• Wikidata: Q82286218
• Mol file: 849064-39-7.mol

Synonyms:849064-39-7;1-(2-Amino-1-(isopropylsulfonyl)-1H-benzo[d]imidazol-6-yl)-2-(2,4-difluorophenyl)ethane-1,2-dione;AGN-PC-006E9H;DTXSID70461801

Chemical Property of 1-(2-Amino-1-(isopropylsulfonyl)-1H-benzo[d]imidazol-6-yl)-2-(2,4-difluorophenyl)ethane-1,2-dione

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 407.07513347
• Heavy Atom Count: 28
• Complexity: 727

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)S(=O)(=O)N1C2=C(C=CC(=C2)C(=O)C(=O)C3=C(C=C(C=C3)F)F)N=C1N

Technology Process of 1-(2-Amino-1-(isopropylsulfonyl)-1H-benzo[d]imidazol-6-yl)-2-(2,4-difluorophenyl)ethane-1,2-dione

There total 3 articles about 1-(2-Amino-1-(isopropylsulfonyl)-1H-benzo[d]imidazol-6-yl)-2-(2,4-difluorophenyl)ethane-1,2-dione 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%

6-(2,4-difluorophenylethynyl)-1-(propane-2-sulfonyl)-1H-benzimidazole-2-ylamine (849064-37-5) → 1-[2-amino-3-(propane-2-sulfonyl)-3H-benzoimidazol-5-yl]-2-(2,4-difluoro-phenyl)-ethane-1,2-dione (849064-39-7)

Guidance literature:

With potassium permanganate; sodium hydrogencarbonate; magnesium sulfate; In acetone; at 35 ℃; for 1h;

DOI:10.1021/jm048978k

Reference yield:

6-iodo-1-(propane-2-sulfonyl)-1H-benzimidazole-2-ylamine (208335-92-6) → 1-[2-amino-3-(propane-2-sulfonyl)-3H-benzoimidazol-5-yl]-2-(2,4-difluoro-phenyl)-ethane-1,2-dione (849064-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / CuI; Et₃N; Pd(PPh₃)2(OAc)2 / dimethylsulfoxide / 15 h / 25 °C

2: 85 percent / aq. NaHCO₃; MgSO₄; KMnO₄ / acetone / 1 h / 35 °C

With potassium permanganate; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; sodium hydrogencarbonate; magnesium sulfate; triethylamine; In dimethyl sulfoxide; acetone; 1: Sonogashira coupling;

DOI:10.1021/jm048978k

Reference yield:

2,4-difluoroethynylbenzene (302912-34-1) → 1-[2-amino-3-(propane-2-sulfonyl)-3H-benzoimidazol-5-yl]-2-(2,4-difluoro-phenyl)-ethane-1,2-dione (849064-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / CuI; Et₃N; Pd(PPh₃)2(OAc)2 / dimethylsulfoxide / 15 h / 25 °C

2: 85 percent / aq. NaHCO₃; MgSO₄; KMnO₄ / acetone / 1 h / 35 °C

With potassium permanganate; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; sodium hydrogencarbonate; magnesium sulfate; triethylamine; In dimethyl sulfoxide; acetone; 1: Sonogashira coupling;

DOI:10.1021/jm048978k

upstream raw materials:

6-(2,4-difluorophenylethynyl)-1-(propane-2-sulfonyl)-1H-benzimidazole-2-ylamine

6-iodo-1-(propane-2-sulfonyl)-1H-benzimidazole-2-ylamine

2,4-difluoroethynylbenzene