3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile

Base Information

• Chemical Name: 3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile
• CAS No.: 858946-70-0
• Molecular Formula: C₁₉H₁₃F₂NO₂
• Molecular Weight: 325.315
• Mol file: 858946-70-0.mol

Synonyms:3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile

Chemical Property of 3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile

There total 7 articles about 3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile 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:

7-Methoxy-1-tetralone (6836-19-7) → 3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile (858946-70-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: ZnI₂ / benzene / 20 °C

1.2: POCl₃; pyridine / benzene / 6 h / Heating

2.1: p-cymene / Pd/C / Heating

3.1: 0.88 g / C₆H₅N*HCl / 2 h / 190 °C

4.1: Br₂; acetic acid / 6 h / 100 °C

4.2: aq. HCl; SnCl₂ / 1 h / 100 °C

5.1: 2.41 g / K₂CO₃ / acetone / Heating

6.1: AcOK; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / dimethylformamide; CH₂Cl₂ / 2 h / 85 °C

7.1: 0.55 g / aq. Na₂CO₃; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / dimethylformamide; CH₂Cl₂ / 2 h / 85 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 4-methylisopropylbenzene; C₆H₅N*HCl; bromine; potassium acetate; sodium carbonate; potassium carbonate; acetic acid; zinc(II) iodide; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; acetone; benzene; 7.1: Suzuki coupling;

DOI:10.1021/jm058173s

Reference yield:

7-methoxy-3,4-dihydronaphthalene-1-carbonitrile (158365-53-8) → 3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile (858946-70-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: p-cymene / Pd/C / Heating

2.1: 0.88 g / C₆H₅N*HCl / 2 h / 190 °C

3.1: Br₂; acetic acid / 6 h / 100 °C

3.2: aq. HCl; SnCl₂ / 1 h / 100 °C

4.1: 2.41 g / K₂CO₃ / acetone / Heating

5.1: AcOK; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / dimethylformamide; CH₂Cl₂ / 2 h / 85 °C

6.1: 0.55 g / aq. Na₂CO₃; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / dimethylformamide; CH₂Cl₂ / 2 h / 85 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 4-methylisopropylbenzene; C₆H₅N*HCl; bromine; potassium acetate; sodium carbonate; potassium carbonate; acetic acid; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; acetone; 6.1: Suzuki coupling;

DOI:10.1021/jm058173s

Reference yield:

1-bromo-2,5-difluoro-4-methoxybenzene (202865-60-9) + 7-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalene-1-carbonitrile → 3-(2,5-difluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile (858946-70-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In dichloromethane; N,N-dimethyl-formamide; at 85 ℃; for 2h;

DOI:10.1021/jm058173s

upstream raw materials:

1-bromo-2,5-difluoro-4-methoxybenzene

3-bromo-7-hydroxy-1-cyanonaphthalene

3-bromo-7-methoxy-1-naphthonitrile

7-Methoxy-1-tetralone