6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Base Information

Chemical Name:6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide
CAS No.:1378429-34-5
Molecular Formula:C₃₇H₄₄BFN₂O₇S
Molecular Weight:690.641
Hs Code.:

6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Synonyms:6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

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Chemical Property of 6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

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Technology Process of 6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

There total 12 articles about 6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-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:

: 63131-29-3
methyl 4-fluorobenzoyl acetate

: 1378429-34-5
6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 12 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 / N,N-dimethyl-formamide / 0.5 h / Reflux; Inert atmosphere

12.1: carbonylbis(triphenylphosphine)rhodium⁽¹⁾chloride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

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; carbonylbis(triphenylphosphine)rhodium⁽¹⁾chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 106-51-4
p-benzoquinone

: 1378429-34-5
6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 12 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 / N,N-dimethyl-formamide / 0.5 h / Reflux; Inert atmosphere

12.1: carbonylbis(triphenylphosphine)rhodium⁽¹⁾chloride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

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; carbonylbis(triphenylphosphine)rhodium⁽¹⁾chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 691857-54-2
5-cyclopropyl-2-(4-fluorophenyl)-6-[(methylsulfonyl)amino]-1-benzofuran-3-carboxylic acid

: 1378429-34-5
6-((2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)(methylsulfonyl)amino)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 4 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / Reflux; Inert atmosphere

3.1: carbonylbis(triphenylphosphine)rhodium⁽¹⁾chloride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With potassium carbonate; triethylamine; HATU; carbonylbis(triphenylphosphine)rhodium⁽¹⁾chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;