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

Base Information

• Chemical Name: 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoic acid
• CAS No.: 1562397-95-8
• Molecular Formula: C₂₇H₁₉ClF₅N₃O₅
• Molecular Weight: 595.91
• Mol file: 1562397-95-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-hydroxybenzoic acid 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:

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) → 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)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield:

(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-3-iodo-1H-indazol-6-yl)(3-methoxyazetidin-1-yl)methanone (1562195-50-9) → 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)

Guidance literature:

Multi-step reaction with 3 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

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

Reference yield:

methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzyl)-4-fluoro-6-(3-methoxyazetidine-1-carbonyl)-1H-indazol-3-yl)-5-fluoro-2-methoxybenzoate (1562195-54-3) → 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)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With water; boron tribromide; lithium hydroxide; In tetrahydrofuran; dichloromethane;

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-bromo-2,6-difluorobenzonitrile

Downstream raw materials:

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

Refernces

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