4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide

Base Information

Chemical Name:4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide
CAS No.:1432913-95-5
Molecular Formula:C₂₂H₁₄ClF₂N₅O₄S₂
Molecular Weight:549.966
Hs Code.:

Synonyms:4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide

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Chemical Property of 4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide

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Technology Process of 4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide

There total 9 articles about 4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-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: 75.0%

: 1432913-96-6
tert-butyl (5-(5-chloro-2-(4-(N-(2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-2,5-difluorophenoxy)-phenyl)-benzo[d]isoxazol-3-yl)(methyl)carbamate

: 1432913-95-5
4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/acsmedchemlett.5b00447

Reference yield:

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

: 1432913-95-5
4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 7 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: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

5.1: potassium carbonate / dimethyl sulfoxide / 16 h / 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil

7.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

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

Reference yield:

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

: 1432913-95-5
4-(4-chloro-2-(3-(methylamino)benzo[d]isoxazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

4: potassium carbonate / dimethyl sulfoxide / 16 h / 20 °C

5: sodium hydride / N,N-dimethyl-formamide; mineral oil

6: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

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