5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide

Base Information

• Chemical Name: 5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide
• CAS No.: 1354786-19-8
• Molecular Formula: C₂₈H₂₁ClF₄N₆O₃S₂
• Molecular Weight: 665.092

Synonyms:5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide

Chemical Property of 5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide

Chemical Property:

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Technology Process of 5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide

There total 8 articles about 5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-{[3-(1-azetidin-3-yl-1H-pyrazol-5-yl)-2'-(trifluoromethyl)biphenyl-4-yl]oxy}-5-chloro-2-fluoro-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide (1354786-88-1) → 5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide (1354786-19-8)

Guidance literature:

formaldehyd; 4-{[3-(1-azetidin-3-yl-1H-pyrazol-5-yl)-2'-(trifluoromethyl)biphenyl-4-yl]oxy}-5-chloro-2-fluoro-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide; With acetic acid; In methanol; dichloromethane; at 20 ℃; for 0.75h; Inert atmosphere;

With methanol; sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

2-(trifluoromethyl)phenylboronic acid (1423-27-4) → 5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide (1354786-19-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 48 h / 50 °C / Inert atmosphere

1.2: 1 h

2.1: isopropyl alcohol / 18 h / 45 °C / Inert atmosphere

3.1: potassium carbonate / dimethyl sulfoxide / 18 h / 20 °C / Inert atmosphere

4.1: acetic acid / ethanol / 0 - 70 °C / Inert atmosphere

4.2: pH 7

5.1: trifluoroacetic acid / dichloromethane / 18 h / 40 °C / Inert atmosphere

6.1: acetic acid / dichloromethane; methanol / 0.75 h / 20 °C / Inert atmosphere

6.2: 18 h / 20 °C

With potassium carbonate; acetic acid; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; 1.1: Suzuki Coupling;

Reference yield:

5-Bromo-2-hydroxyacetophenone (1450-75-5) → 5-Chloro-2-fluoro-4-({3-[1-(1-methylazetidin-3-yl)-1H-pyrazol-5-yl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide (1354786-19-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 48 h / 50 °C / Inert atmosphere

1.2: 1 h

2.1: isopropyl alcohol / 18 h / 45 °C / Inert atmosphere

3.1: potassium carbonate / dimethyl sulfoxide / 18 h / 20 °C / Inert atmosphere

4.1: acetic acid / ethanol / 0 - 70 °C / Inert atmosphere

4.2: pH 7

5.1: trifluoroacetic acid / dichloromethane / 18 h / 40 °C / Inert atmosphere

6.1: acetic acid / dichloromethane; methanol / 0.75 h / 20 °C / Inert atmosphere

6.2: 18 h / 20 °C

With potassium carbonate; acetic acid; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; 1.1: Suzuki Coupling;

upstream raw materials:

5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide

5-Chloro-N-(2,4-dimethoxybenzyl)-4-({3-[(2E)-3-(dimethylamino)prop-2-enoyl]-2'-(trifluoromethyl)biphenyl-4-yl}oxy)-2-fluoro-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide

tert-butyl 3-{5-[4-(2-chloro-4-{[(2,4-dimethoxybenzyl)(1,3,4-thiadiazol-2-yl)amino]sulfonyl}-5-fluorophenoxy)-2'-(trifluoromethyl)biphenyl-3-yl]-1H-pyrazol-1-yl}azetidine-1-carboxylate

2-(trifluoromethyl)phenylboronic acid

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