8-(2-hydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide

Base Information

• Chemical Name: 8-(2-hydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide
• CAS No.: 1351945-11-3
• Molecular Formula: C₂₆H₂₁F₃N₂O₃
• Molecular Weight: 466.46
• Mol file: 1351945-11-3.mol

Synonyms:

Chemical Property of 8-(2-hydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(2-hydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide

There total 9 articles about 8-(2-hydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide 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:

1-methyl-4-oxo-8-(2-oxoethyl)-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide (1351945-38-4) → 8-(2-hydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide (1351945-11-3)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ml200252b

Reference yield:

2-(trifluoromethyl)biphenyl-4-amine → 8-(2-hydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide (1351945-11-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 17 h / 60 °C

2.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 16 h / 50 °C / Inert atmosphere

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 20 °C

4.1: sodium periodate / water; acetone / 20 °C

5.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.17 h / 0 °C / Inert atmosphere

5.2: 16 h / 20 °C / Inert atmosphere

6.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium hexamethylsilazane; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 4-methylmorpholine N-oxide; lithium tri-t-butoxyaluminum hydride; triethylamine; cesium fluoride; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1021/ml200252b

Reference yield:

8-ethenyl-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide (1351945-29-3) → 8-(2-hydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-1,4-dihydroquinoline-3-carboxamide (1351945-11-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 20 °C

2.1: sodium periodate / water; acetone / 20 °C

3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.17 h / 0 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

4.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; water; acetone; toluene;

DOI:10.1021/ml200252b

upstream raw materials:

8-chloro-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide

8-ethenyl-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide

8-(1,2-dihydroxyethyl)-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide

8-formyl-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenyl-4-yl)-1,4-dihydro-3-quinolinecarboxamide