5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

Base Information

Chemical Name:5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide
CAS No.:531504-95-7
Molecular Formula:C₂₆H₂₆FNO₄
Molecular Weight:435.495
Hs Code.:

5-[2-(2,5-dimethoxy-phenyl)-vinyl]-<i>N</i>-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

Synonyms:5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

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Chemical Property of 5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

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Technology Process of 5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

There total 7 articles about 5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide 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: 97.0%

: 531504-93-5
5-(2,5-dimethoxy-phenylethynyl)-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

: 531504-95-7
5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

Guidance literature:: With hydrogen; Lindlar's catalyst; In ethanol; ethyl acetate; at 23 ℃; for 2h; atmospheric pressure;
DOI:10.1021/jm020292+

Reference yield:

: 22944-08-7
2-ethynyl-1,4-dimethoxybenzene

: 531504-95-7
5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / bis(triphenylphosphine)palladium(II) chloride; CuI; diethylamine / 8 h / 50 - 60 °C

2.1: 100 percent / aq. NaOH / methanol / 3 h / 60 - 70 °C

3.1: EDCI; HOBT; Et₃N / dimethylformamide / 1 h / 23 °C

3.2: 73 percent / dimethylformamide / 48 h / 23 °C

4.1: 97 percent / H₂ / Pd/CaCO₃/lead / ethanol; ethyl acetate / 2 h / 23 °C / atmospheric pressure

With sodium hydroxide; copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; Lindlar's catalyst; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; 1.1: Sonogashira coupling;
DOI:10.1021/jm020292+

Reference yield:

: 25245-34-5
1-bromo-2,5-dimethoxybenzene

: 531504-95-7
5-[2-(2,5-dimethoxy-phenyl)-vinyl]-N-[2-(4-fluoro-phenyl)-ethyl]-2-methoxy-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / PPh₃; CuI; piperidine / PdCl₂ / 24 h / Heating

2.1: 90 percent / aq. tetra-n-butylammonium fluoride / tetrahydrofuran / 4 h / 0 - 23 °C

3.1: 95 percent / bis(triphenylphosphine)palladium(II) chloride; CuI; diethylamine / 8 h / 50 - 60 °C

4.1: 100 percent / aq. NaOH / methanol / 3 h / 60 - 70 °C

5.1: EDCI; HOBT; Et₃N / dimethylformamide / 1 h / 23 °C

5.2: 73 percent / dimethylformamide / 48 h / 23 °C

6.1: 97 percent / H₂ / Pd/CaCO₃/lead / ethanol; ethyl acetate / 2 h / 23 °C / atmospheric pressure

With piperidine; sodium hydroxide; copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; triphenylphosphine; Lindlar's catalyst; palladium dichloride; In tetrahydrofuran; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; 1.1: Sonogashira coupling / 3.1: Sonogashira coupling;
DOI:10.1021/jm020292+