1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole

Base Information

• Chemical Name: 1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole
• CAS No.: 1448429-52-4
• Molecular Formula: C₃₂H₃₉N₅OSi
• Molecular Weight: 537.78
• Mol file: 1448429-52-4.mol

Synonyms:1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole

Chemical Property of 1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole

There total 3 articles about 1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole 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: 40.0%

6-(chloromethyl)quinoline (2644-82-8) + 6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole (1448429-61-5) → 1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole (1448429-52-4) + 2-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole (1448429-57-9)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.04.004

Reference yield:

6-bromo-1H-indazole (79762-54-2) → 1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole (1448429-52-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 18 h / 80 °C / Inert atmosphere

2: tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2013.04.004

Reference yield:

1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1257997-17-3) → 1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole (1448429-52-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 18 h / 80 °C / Inert atmosphere

2: tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2013.04.004

upstream raw materials:

6-bromo-1H-indazole

1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

6-(chloromethyl)quinoline

6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole

Downstream raw materials:

1-(quinolin-6-ylmethyl)-6-[1-((1R,4R)-4-hydroxy-cyclohexyl)-1H-pyrazol-4-yl]-1H-indazole