[({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid

Base Information

Chemical Name:[({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid
CAS No.:1378427-20-3
Molecular Formula:C₂₄H₂₈BFN₂O₇S
Molecular Weight:518.371
Hs Code.:

Synonyms:[({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid

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Chemical Property of [({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid

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Technology Process of [({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid

There total 13 articles about [({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid 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: 33.8%

: 1378428-65-9
5-cyclopropyl-2-(4-fluorophenyl)-6-[(3-hydroxypropyl)(methylsulfonyl)amino]-N-methyl-1-benzofuran-3-carboxamide

: 166330-03-6
pinacol (bromomethyl)boronate

: 1378427-20-3
[({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid

Guidance literature:: With potassium carbonate; In acetonitrile; at 80 ℃; for 6h;

Reference yield:

: 63131-29-3
methyl 4-fluorobenzoyl acetate

: 1378427-20-3
[({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: zinc(II) chloride / diethyl ether; methanol / 7.5 h / 75 - 115 °C / Inert atmosphere

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

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

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

4.2: Cooling with ice

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

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

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

8.1: triethylamine / dichloromethane / 2 h / 0 °C / Cooling with ice

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

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

10.2: 4 h / 20 °C / Inert atmosphere

11.1: potassium carbonate / acetonitrile / 2.5 h / Reflux

12.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 25 h / 3000.3 Torr

13.1: potassium carbonate / acetonitrile / 6 h / 80 °C

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

Reference yield:

: 106-51-4
p-benzoquinone

: 1378427-20-3
[({3-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]propyl}oxy)methyl]boronic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: zinc(II) chloride / diethyl ether; methanol / 7.5 h / 75 - 115 °C / Inert atmosphere

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

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

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

4.2: Cooling with ice

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

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

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

8.1: triethylamine / dichloromethane / 2 h / 0 °C / Cooling with ice

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

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

10.2: 4 h / 20 °C / Inert atmosphere

11.1: potassium carbonate / acetonitrile / 2.5 h / Reflux

12.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 25 h / 3000.3 Torr

13.1: potassium carbonate / acetonitrile / 6 h / 80 °C

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