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

Base Information

• Chemical Name: 8-chloro-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide
• CAS No.: 1351945-28-2
• Molecular Formula: C₂₄H₁₆ClF₃N₂O₂
• Molecular Weight: 456.851
• Mol file: 1351945-28-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 8-chloro-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide 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%

2-(trifluoromethyl)biphenyl-4-amine + 8-chloro-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (35975-72-5) → 8-chloro-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide (1351945-28-2)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 17h;

DOI:10.1021/ml200252b

Reference yield:

8-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (35975-71-4) → 8-chloro-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide (1351945-28-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 6.5 h / 20 - 40 °C

2.1: lithium hydroxide monohydrate / methanol / 2 h / 50 °C

2.2: pH 5.5

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

With lithium hydroxide monohydrate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ml200252b

Reference yield:

methyl 8-chloro-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (1351945-27-1) → 8-chloro-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide (1351945-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate / methanol / 2 h / 50 °C

1.2: pH 5.5

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

With lithium hydroxide monohydrate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ml200252b

upstream raw materials:

8-chloro-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

methyl 8-chloro-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

8-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Downstream raw materials:

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

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

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

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