4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide

Base Information

Chemical Name:4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide
CAS No.:1432913-81-9
Molecular Formula:C₂₃H₁₄ClF₂N₅O₄S
Molecular Weight:529.911
Hs Code.:

Synonyms:4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide

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Chemical Property of 4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide

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Technology Process of 4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide

There total 7 articles about 4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide 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: 72.0%

: 1432913-82-0
di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate

: 1432913-81-9
4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide

Guidance literature:: With triethylsilane; trifluorormethanesulfonic acid; trifluoroacetic acid; for 5h; Reflux;

Reference yield:

: 179897-89-3
5-Bromo-2-fluoro-benzonitrile

: 1432913-81-9
4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetylhydroxamic acid; potassium tert-butylate / N,N-dimethyl-formamide

1.2: Reflux

2.1: dmap / tetrahydrofuran / 18 h / 20 °C

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 5 h / Reflux

4.1: potassium carbonate / dimethyl sulfoxide / 5 h / 20 °C

5.1: trifluoroacetic acid; triethylsilane; trifluorormethanesulfonic acid / 5 h / Reflux

With triethylsilane; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetylhydroxamic acid; trifluorormethanesulfonic acid; potassium tert-butylate; sodium carbonate; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.5b00447

Reference yield:

: 455280-00-9
5-bromobenzo[d]isoxazol-3-amine

: 1432913-81-9
4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / tetrahydrofuran / 18 h / 20 °C

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 5 h / Reflux

3: potassium carbonate / dimethyl sulfoxide / 5 h / 20 °C

4: trifluoroacetic acid; triethylsilane; trifluorormethanesulfonic acid / 5 h / Reflux

With triethylsilane; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluorormethanesulfonic acid; sodium carbonate; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide; 2: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.5b00447