4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide

Base Information

Chemical Name:4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide
CAS No.:1353895-82-5
Molecular Formula:C₂₂H₁₅F₂NO₄
Molecular Weight:395.362
Hs Code.:

Synonyms:4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide

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Chemical Property of 4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide

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Technology Process of 4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide

There total 8 articles about 4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide 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: 92.0%

: 1353895-80-3
4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-isopropoxy-N-methylbenzofuran-3-carboxamide

: 1353895-82-5
4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide

Guidance literature:: 4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-isopropoxy-N-methylbenzofuran-3-carboxamide; With boron trichloride; In dichloromethane; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In dichloromethane;

Reference yield:

: 26510-95-2
ethyl 4-Bromobenzoylacetate

: 1353895-82-5
4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: zinc(II) chloride / ethanol / 120 °C

2: Selectfluor / acetonitrile / 24 h / 20 °C

3: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 60 °C

4: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 20 °C / Inert atmosphere

5: caesium carbonate / 1-methyl-pyrrolidin-2-one / 16 h / 50 °C / Sealed tube

6: potassium phosphate / palladium diacetate; XPhos / toluene / 16 h / 50 °C / Sealed tube; Inert atmosphere

7: boron trichloride / dichloromethane / 3 h / 20 °C

With potassium phosphate; water; boron trichloride; benzotriazol-1-ol; caesium carbonate; Selectfluor; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; zinc(II) chloride; palladium diacetate; XPhos; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; toluene; acetonitrile;

Reference yield:

: 99-90-1
para-bromoacetophenone

: 1353895-82-5
4-fluoro-2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: sodium hydride / toluene; mineral oil / 20 °C

2: zinc(II) chloride / ethanol / 120 °C

3: Selectfluor / acetonitrile / 24 h / 20 °C

4: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 60 °C

5: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 20 °C / Inert atmosphere

6: caesium carbonate / 1-methyl-pyrrolidin-2-one / 16 h / 50 °C / Sealed tube

7: potassium phosphate / palladium diacetate; XPhos / toluene / 16 h / 50 °C / Sealed tube; Inert atmosphere

8: boron trichloride / dichloromethane / 3 h / 20 °C

With potassium phosphate; water; boron trichloride; sodium hydride; benzotriazol-1-ol; caesium carbonate; Selectfluor; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; zinc(II) chloride; palladium diacetate; XPhos; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; toluene; acetonitrile; mineral oil;