sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate

Base Information

• Chemical Name: sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate
• CAS No.: 1562194-20-0
• Molecular Formula: C₂₇H₁₈ClF₅N₃O₅*Na
• Molecular Weight: 617.892
• Mol file: 1562194-20-0.mol

Synonyms:sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate

Chemical Property of sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate

There total 11 articles about sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate 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: 45.2%

4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoic acid (1562397-95-8) → sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate (1562194-20-0)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 0.5h;

Reference yield:

methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate (1562195-58-7) → sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate (1562194-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: water; lithium hydroxide / tetrahydrofuran / 16 h / 20 °C

2: sodium hydroxide / dimethyl sulfoxide / 0.5 h / 20 °C

With water; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; dimethyl sulfoxide;

Reference yield:

(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-3-iodo-1H-indazol-6-yl)(3-methoxyazetidin-1-yl)methanone (1562195-50-9) → sodium 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate (1562194-20-0)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 16 h / 70 °C / Inert atmosphere

2: boron tribromide / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: water; lithium hydroxide / tetrahydrofuran / 16 h / 20 °C

4: sodium hydroxide / dimethyl sulfoxide / 0.5 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; boron tribromide; sodium carbonate; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; 1: |Suzuki Coupling;

upstream raw materials:

(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-3-iodo-1H-indazol-6-yl)(3-methoxyazetidin-1-yl)methanone

methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-methoxybenzoate

methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoate

4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoic acid

Refernces

• 1、 -. "N-ALKYLATED INDOLE AND INDAZOLE COMPOUNDS AS RORgammaT INHIBITORS AND USES THEREOF". . . Retrieved 2014/03/22.