5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol

Base Information

• Chemical Name: 5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol
• CAS No.: 838856-95-4
• Molecular Formula: C₂₉H₂₇ClFN₃O₃
• Molecular Weight: 520.003
• Mol file: 838856-95-4.mol

Synonyms:5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol

Chemical Property of 5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol

There total 14 articles about 5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol 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: 44.0%

5-[5-amino-1-(1,1-dimethylethyl)-3-methyl-1H-pyrazol-4-yl]-3-fluoro-2-(methyloxy)phenol (838856-94-3) + 4-benzyloxy-3-chlorobenzaldehyde (66422-84-2) → C29H27ClFN3O3 + 5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol (838856-95-4)

Guidance literature:

5-[5-amino-1-(1,1-dimethylethyl)-3-methyl-1H-pyrazol-4-yl]-3-fluoro-2-(methyloxy)phenol; 4-benzyloxy-3-chlorobenzaldehyde; With acetic acid; at 90 ℃; for 19h;

With oxygen; at 90 ℃;

Reference yield:

3-fluoro-5-hydroxy-4-methoxybenzoic acid methyl ester (838856-88-5) → 5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol (838856-95-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

3.1: pyridine; thionyl chloride / dichloromethane / 0.08 h / 0 - 20 °C

4.1: N,N-dimethyl-formamide / 12 h / 20 °C

5.1: sodium hydride / tetrahydrofuran / 0.58 h / 0 - 20 °C

6.1: ethanol / 12 h / 75 °C

7.1: hydrogen / palladium 10% on activated carbon / ethanol / 9 h / 20 °C / 2585.81 Torr

7.2: pH 7

8.1: acetic acid / 19 h / 90 °C

8.2: 90 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; hydrogen; sodium hydride; caesium carbonate; acetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

5-(chloromethyl)-1-fluoro-2-(methyloxy)-3-[(phenylmethyl)oxy]benzene (838856-91-0) → 5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquinolin-8-ol (838856-95-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide / 12 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.58 h / 0 - 20 °C

3.1: ethanol / 12 h / 75 °C

4.1: hydrogen / palladium 10% on activated carbon / ethanol / 9 h / 20 °C / 2585.81 Torr

4.2: pH 7

5.1: acetic acid / 19 h / 90 °C

5.2: 90 °C

With hydrogen; sodium hydride; acetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

5-[5-amino-1-(1,1-dimethylethyl)-3-methyl-1H-pyrazol-4-yl]-3-fluoro-2-(methyloxy)phenol

4-benzyloxy-3-chlorobenzaldehyde

3-fluoro-5-hydroxy-4-methoxybenzoic acid methyl ester

methyl 3-(acetyloxy)-5-amino-4-(methyloxy)benzoate

Downstream raw materials:

1,1-dimethylethyl-4-({[5-{3-chloro-4-[(phenylmethyl)oxy]phenyl}-3-(1,1-dimethylethyl)-6-fluoro-1-methyl-7-(methyloxy)-3H-pyrazolo[3,4-c]isoquiolin-8-yl]oxy}methyl)piperidine-1-carboxylate