3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid

Base Information

• Chemical Name: 3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid
• CAS No.: 1351945-18-0
• Molecular Formula: C₂₇H₂₁F₃N₂O₄
• Molecular Weight: 494.47

Synonyms:3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid

Chemical Property of 3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid

Chemical Property:

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Technology Process of 3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid

There total 7 articles about 3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid 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: 38.0%

ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydroquinolin-7-yl)propanoate (1351945-44-2) → 3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid (1351945-18-0)

Guidance literature:

With lithium hydroxide monohydrate; In methanol; at 50 ℃; for 4h; Heating;

DOI:10.1021/ml200252b

Reference yield:

2-(trifluoromethyl)biphenyl-4-amine → 3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid (1351945-18-0)

Guidance literature:

Multi-step reaction with 4 steps

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

2: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / 21 h / 80 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / 20 °C / Heating

4: lithium hydroxide monohydrate / methanol / 4 h / 50 °C / Heating

With lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; palladium diacetate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; tris-(o-tolyl)phosphine; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ml200252b

Reference yield:

ethyl 7-bromo-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate → 3-(1-methyl-4-oxo-3-((2-(trifluoromethyl)-4-biphenylyl)carbamoyl)-1,4-dihydro-7-quinolinyl)propanoic acid (1351945-18-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hydroxide monohydrate / methanol / 1 h / 60 °C

1.2: pH 6 / aq. phosphate buffer

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

3.1: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / 21 h / 80 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / 20 °C / Heating

5.1: lithium hydroxide monohydrate / methanol / 4 h / 50 °C / Heating

With lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; palladium diacetate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; tris-(o-tolyl)phosphine; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ml200252b

upstream raw materials:

7-bromo-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

7-bromo-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-3-quinolinecarboxamide

ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydroquinolin-7-yl)propanoate

m-Bromoaniline

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