ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate

Base Information

• Chemical Name: ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate
• CAS No.: 548445-80-3
• Molecular Formula: C₂₁H₁₅F₆NO₅S
• Molecular Weight: 507.41
• Mol file: 548445-80-3.mol

Synonyms:ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate

Chemical Property of ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate

There total 4 articles about ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate 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: 63.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + 8-iodo-4-methyl-6-(trifluoromethyl)-2-quinolyl trifluoromethanesulfonate (548445-72-3) → ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate (548445-80-3)

Guidance literature:

8-iodo-4-methyl-6-(trifluoromethyl)-2-quinolyl trifluoromethanesulfonate; With isopropylmagnesium chloride; In tetrahydrofuran; at -30 ℃; for 0.666667h;

With zinc dibromide; In tetrahydrofuran; at -30 - 25 ℃;

4-iodobenzoic acid ethyl ester; With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 3.5h;

DOI:10.1055/s-2003-36828

Reference yield:

4-N,N-dimethylformamidino-3,5-diiodotrifluoromethylbenzene → ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate (548445-80-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: i-PrMgCl / tetrahydrofuran / 0.5 h / -30 °C

1.2: CuCN*2LiCl / tetrahydrofuran / 3.5 h / 20 °C

1.3: 82 percent / tetrahydrofuran / 3.5 h / 25 °C

2.1: 92 percent / ZnCl₂ / ethanol / 12 h / 80 °C

3.1: 99 percent / pyridine / CH₂Cl₂ / 13 h / 0 °C

4.1: i-PrMgCl / tetrahydrofuran / 0.67 h / -30 °C

4.2: ZnBr₂ / tetrahydrofuran / -30 - 25 °C

4.3: 63 percent / tris-o-furylphosphine / Pd(dba)2 / tetrahydrofuran / 3.5 h / 25 °C

With pyridine; isopropylmagnesium chloride; zinc(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; 4.3: Negishi cross-coupling reaction;

DOI:10.1055/s-2003-36828

Reference yield:

8-iodo-4-methyl-6-(trifluoromethyl)-2(1H)-quinolinone (548445-91-6) → ethyl 4-(4-methyl-6-(trifluoromethyl)-2-{[(trifluoromethyl)sulfonyl]oxy}-8-quinolinyl)benzoate (548445-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / pyridine / CH₂Cl₂ / 13 h / 0 °C

2.1: i-PrMgCl / tetrahydrofuran / 0.67 h / -30 °C

2.2: ZnBr₂ / tetrahydrofuran / -30 - 25 °C

2.3: 63 percent / tris-o-furylphosphine / Pd(dba)2 / tetrahydrofuran / 3.5 h / 25 °C

With pyridine; isopropylmagnesium chloride; In tetrahydrofuran; dichloromethane; 2.3: Negishi cross-coupling reaction;

DOI:10.1055/s-2003-36828

upstream raw materials:

4-iodobenzoic acid ethyl ester

8-iodo-4-methyl-6-(trifluoromethyl)-2-quinolyl trifluoromethanesulfonate

8-iodo-4-methyl-6-(trifluoromethyl)-2(1H)-quinolinone