4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic acid

Base Information

• Chemical Name: 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic acid
• CAS No.: 1456928-97-4
• Molecular Formula: C₂₅H₂₂N₂O₄
• Molecular Weight: 414.461
• Mol file: 1456928-97-4.mol

Synonyms:4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic acid

Chemical Property of 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic acid

There total 5 articles about 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic 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: 90.0%

ethyl 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoate (1456928-96-3) → 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic acid (1456928-97-4)

Guidance literature:

With methanol; lithium hydroxide; In water; at 30 ℃; for 4h;

DOI:10.2174/1570180811310070010

Reference yield:

5-bromo-1H-indazole (53857-57-1) → 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic acid (1456928-97-4)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 3 h / 0 °C / Inert atmosphere

2: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: water; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 2 h / 90 °C / Inert atmosphere

4: water; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

5: lithium hydroxide; methanol / water / 4 h / 30 °C

With methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; iodine; sodium carbonate; toluene-4-sulfonic acid; potassium hydroxide; lithium hydroxide; In dichloromethane; water; N,N-dimethyl-formamide; 3: |Suzuki Coupling / 4: |Suzuki Coupling;

DOI:10.2174/1570180811310070010

Reference yield:

4-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl) phenol (1456928-95-2) → 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoic acid (1456928-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: water; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

2: lithium hydroxide; methanol / water / 4 h / 30 °C

With methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; lithium hydroxide; In water; N,N-dimethyl-formamide; 1: |Suzuki Coupling;

DOI:10.2174/1570180811310070010

upstream raw materials:

4-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl) phenol

ethyl 4-(3-(4-hydroxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl) benzoate

5-bromo-1H-indazole

5-bromo-3-iodo-1H-indazole

Downstream raw materials:

C₂₀H₁₄N₂O₃

(4-(3-(4-hydroxyphenyl)-1H-indazol-5-yl)phenyl)(piperazin-1-yl)methanone

(4-(3-(4-hydroxyphenyl)-1H-indazol-5-yl)phenyl)(4-methylpiperazin-1-yl)methanone

4-(3-(4-hydroxyphenyl)-1H-indazol-5-yl)-N-(3-(trifluoromethyl)phenyl)benzamide