methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate

Base Information

Chemical Name:methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate
CAS No.:1423007-83-3
Molecular Formula:C₂₈H₂₄FN₃O₈S
Molecular Weight:581.578
Hs Code.:

Synonyms:methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate

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Chemical Property of methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate

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Technology Process of methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate

There total 12 articles about methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate 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%

: 691856-35-6
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

: 393-85-1
methyl 5-fluoro-2-nitrobenzoate

: 1423007-83-3
methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate

Guidance literature:: With potassium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 60 ℃; for 72h; Concentration; Reagent/catalyst;

Reference yield:

: 106-51-4
p-benzoquinone

: 1423007-83-3
methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate

Guidance literature:: Multi-step reaction with 11 steps

1.1: zinc(II) chloride / methanol; diethyl ether / 7.5 h / 75 - 140 °C / Inert atmosphere

2.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 20 h / 60 °C

3.1: nitric acid / chloroform / 1 h / -15 - 0 °C

4.1: boron trichloride / dichloromethane / 0.5 h / -15 °C / Inert atmosphere

5.1: triethylamine; dmap / dichloromethane / 0.83 h / 0 °C / Cooling with ice; Inert atmosphere

6.1: potassium fluoride; sodium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 18 h / 100 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogenchloride; hydrogen / water; ethyl acetate / 16 h / 21 °C

8.1: triethylamine / dichloromethane / 2 h / 0 °C

9.1: potassium hydroxide; water / ethanol / 1 h / Reflux

10.1: triethylamine; HATU / dichloromethane / 1 h / 20 °C

10.2: 4 h / Inert atmosphere

11.1: potassium carbonate / N,N,N,N,N,N-hexamethylphosphoric triamide / 72 h / 60 °C

With hydrogenchloride; dmap; potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; water; hydrogen; nitric acid; boron trichloride; potassium carbonate; caesium carbonate; triethylamine; HATU; sodium bromide; potassium hydroxide; zinc(II) chloride; In 1-methyl-pyrrolidin-2-one; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; chloroform; water; ethyl acetate; toluene;

Reference yield:

: 691856-96-9
methyl 2-(4-fluorophenyl)-5-hydroxy-1-benzofuran-3-carboxylate

: 1423007-83-3
methyl 5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrobenzoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 20 h / 60 °C

2.1: nitric acid / chloroform / 1 h / -15 - 0 °C

3.1: boron trichloride / dichloromethane / 0.5 h / -15 °C / Inert atmosphere

4.1: triethylamine; dmap / dichloromethane / 0.83 h / 0 °C / Cooling with ice; Inert atmosphere

5.1: potassium fluoride; sodium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 18 h / 100 °C / Inert atmosphere

6.1: palladium 10% on activated carbon; hydrogenchloride; hydrogen / water; ethyl acetate / 16 h / 21 °C

7.1: triethylamine / dichloromethane / 2 h / 0 °C

8.1: potassium hydroxide; water / ethanol / 1 h / Reflux

9.1: triethylamine; HATU / dichloromethane / 1 h / 20 °C

9.2: 4 h / Inert atmosphere

10.1: potassium carbonate / N,N,N,N,N,N-hexamethylphosphoric triamide / 72 h / 60 °C

With hydrogenchloride; dmap; potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; water; hydrogen; nitric acid; boron trichloride; potassium carbonate; caesium carbonate; triethylamine; HATU; sodium bromide; potassium hydroxide; In 1-methyl-pyrrolidin-2-one; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; chloroform; water; ethyl acetate; toluene;