methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate

Base Information

• Chemical Name: methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate
• CAS No.: 213541-09-4
• Molecular Formula: C₂₆H₁₇F₂NO₃
• Molecular Weight: 429.423

Synonyms:methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate

Chemical Property of methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate

There total 14 articles about methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate 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: 77.0%

6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylic acid (213541-08-3) + methyl iodide (74-88-4) → methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate (213541-09-4)

Guidance literature:

With sodium carbonate; In acetone; at 45 ℃; for 5h;

DOI:10.1016/S0968-0896(01)00238-3

Reference yield:

methyl 4-(chlorocarbonyl)butyrate (1501-26-4) → methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate (213541-09-4)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 75 percent / AlCl₃ / CH₂Cl₂ / 8 h / 5 °C

2.1: 89 percent / KOH / ethanol; dioxane; H₂O / 13 h / 55 °C

3.1: SOCl₂ / toluene / 3 h / 50 °C

3.2: 99 percent / toluene / 3 h / 0 °C

4.1: SOCl₂; DMF / toluene / 2 h / 55 °C

4.2: 75 percent / NaBH₄ / tetrahydrofuran / 1.5 h / 20 °C

5.1: 99 percent / SOCl₂ / CH₂Cl₂ / 1 h / 20 °C

6.1: 98 percent / conc. HCl / acetic acid / 2 h / 55 °C

7.1: 81 percent / TfOH / 2 h / 130 °C

8.1: acetic acid / 22 h / 110 °C

9.1: 323 mg / NaOH / methanol; H₂O / 2 h / 20 °C

10.1: 90 percent / DMSO; Ac₂O / 17 h / 20 °C

11.1: 98 percent / NaClO₂; NaH₂PO₄*H₂O / dimethylsulfoxide; H₂O / 2 h / 20 °C

12.1: 77 percent / Na₂CO₃ / acetone / 5 h / 45 °C

With hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; aluminium trichloride; thionyl chloride; trifluorormethanesulfonic acid; acetic anhydride; sodium carbonate; dimethyl sulfoxide; N,N-dimethyl-formamide; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; acetone; toluene; 1.1: Friedel-Crafts reaction / 2.1: Pfitzinger reaction;

DOI:10.1016/S0968-0896(01)00238-3

Reference yield:

2-fluorobiphenyl (321-60-8) → methyl 6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylate (213541-09-4)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 75 percent / AlCl₃ / CH₂Cl₂ / 8 h / 5 °C

2.1: 89 percent / KOH / ethanol; dioxane; H₂O / 13 h / 55 °C

3.1: SOCl₂ / toluene / 3 h / 50 °C

3.2: 99 percent / toluene / 3 h / 0 °C

4.1: SOCl₂; DMF / toluene / 2 h / 55 °C

4.2: 75 percent / NaBH₄ / tetrahydrofuran / 1.5 h / 20 °C

5.1: 99 percent / SOCl₂ / CH₂Cl₂ / 1 h / 20 °C

6.1: 98 percent / conc. HCl / acetic acid / 2 h / 55 °C

7.1: 81 percent / TfOH / 2 h / 130 °C

8.1: acetic acid / 22 h / 110 °C

9.1: 323 mg / NaOH / methanol; H₂O / 2 h / 20 °C

10.1: 90 percent / DMSO; Ac₂O / 17 h / 20 °C

11.1: 98 percent / NaClO₂; NaH₂PO₄*H₂O / dimethylsulfoxide; H₂O / 2 h / 20 °C

12.1: 77 percent / Na₂CO₃ / acetone / 5 h / 45 °C

With hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; aluminium trichloride; thionyl chloride; trifluorormethanesulfonic acid; acetic anhydride; sodium carbonate; dimethyl sulfoxide; N,N-dimethyl-formamide; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; acetone; toluene; 1.1: Friedel-Crafts reaction / 2.1: Pfitzinger reaction;

DOI:10.1016/S0968-0896(01)00238-3

upstream raw materials:

6,7-dihydro-10-fluoro-3-(2-fluorophenyl)-5-oxo-5H-benzo[6,7]cyclohepta[1,2-b]quinoline-8-carboxylic acid

methyl iodide

methyl 4-(chlorocarbonyl)butyrate

2-fluorobiphenyl

Downstream raw materials:

10-fluoro-3-(2-fluoro-phenyl)-6,7-dihydro-5H-13-aza-benzo[3,4]cyclohepta[1,2-b]naphthalene-8-carboxylic acid

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