Phenol, 2-chloro-4-[6-fluoro-8,9-bis(2-methoxyethoxy)-1-methyl-3H-pyrazolo[3,4 -c]isoquinolin-5-yl]-, monohydrochloride

Base Information

Chemical Name:Phenol, 2-chloro-4-[6-fluoro-8,9-bis(2-methoxyethoxy)-1-methyl-3H-pyrazolo[3,4 -c]isoquinolin-5-yl]-, monohydrochloride
CAS No.:838857-95-7
Molecular Formula:C23H23ClFN3O5.ClH
Molecular Weight:512.365
Hs Code.:

Synonyms:

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Chemical Property of Phenol, 2-chloro-4-[6-fluoro-8,9-bis(2-methoxyethoxy)-1-methyl-3H-pyrazolo[3,4 -c]isoquinolin-5-yl]-, monohydrochloride

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Technology Process of Phenol, 2-chloro-4-[6-fluoro-8,9-bis(2-methoxyethoxy)-1-methyl-3H-pyrazolo[3,4 -c]isoquinolin-5-yl]-, monohydrochloride

There total 12 articles about Phenol, 2-chloro-4-[6-fluoro-8,9-bis(2-methoxyethoxy)-1-methyl-3H-pyrazolo[3,4 -c]isoquinolin-5-yl]-, monohydrochloride 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: 33.0%

: 838858-06-3
4-(5-fluoro-2,3-bis{[2-(methyloxy)ethyl]oxy}phenyl)-3-methyl-1H-pyrazol-5-amine

: 2420-16-8
4-hydroxy-3-chlorobenzaldehyde

: 838857-95-7
2-chloro-4-(6-fluoro-1-methyl-8,9-bis{[2-(methyloxy)ethyl]oxy}-3H-pyrazolo[3,4-c]isoquinolin-5-yl)phenol hydrochloride

Guidance literature:: 4-(5-fluoro-2,3-bis{[2-(methyloxy)ethyl]oxy}phenyl)-3-methyl-1H-pyrazol-5-amine; 4-hydroxy-3-chlorobenzaldehyde; With trifluoroacetic acid; at 70 ℃; for 18h;

With hydrogenchloride; In 1,4-dioxane; methanol;

Reference yield:

: 2411-83-8
methyl-2,3-dihydroxybenzoate

: 838857-95-7
2-chloro-4-(6-fluoro-1-methyl-8,9-bis{[2-(methyloxy)ethyl]oxy}-3H-pyrazolo[3,4-c]isoquinolin-5-yl)phenol hydrochloride

Guidance literature:: Multi-step reaction with 14 steps

1: potassium carbonate / dichloromethane / 18 h / 0 - 20 °C

2: potassium carbonate / acetonitrile / 18 h / Heating / reflux

3: sulfuric acid; nitric acid / water / 0.5 h / -5 °C

4: methanol; potassium carbonate / 1 h / 20 °C

5: potassium carbonate / acetonitrile / 18 h / Heating / reflux

6: hydrogen / palladium 10% on activated carbon / methanol / 3 h / 1551.49 Torr

7: tert.-butylnitrite; boron trifluoride diethyl etherate / 1,2-dimethoxyethane / 2 h / -4 °C

8: 1,2,4-Trichlorobenzene / 18 h / 110 °C

9: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

10: pyridine; thionyl chloride / tetrahydrofuran / 1 h / 0 - 20 °C

11: N,N-dimethyl-formamide / 18 h / 60 °C

12: sodium hydride / 0.42 h / 20 - 60 °C

13: hydrazine dihydrochloride / ethanol / 1 h / Heating / reflux

14: trifluoroacetic acid / 18 h / 70 °C

With pyridine; methanol; lithium aluminium tetrahydride; thionyl chloride; tert.-butylnitrite; hydrazine dihydrochloride; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; nitric acid; sodium hydride; potassium carbonate; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1,2,4-Trichlorobenzene;

Reference yield:

: 838857-98-0
methyl 3-hydroxy-2-{[2-(methyloxy)ethyl]oxy}-5-nitrobenzoate

: 838857-95-7
2-chloro-4-(6-fluoro-1-methyl-8,9-bis{[2-(methyloxy)ethyl]oxy}-3H-pyrazolo[3,4-c]isoquinolin-5-yl)phenol hydrochloride

Guidance literature:: Multi-step reaction with 10 steps

1: potassium carbonate / acetonitrile / 18 h / Heating / reflux

2: hydrogen / palladium 10% on activated carbon / methanol / 3 h / 1551.49 Torr

3: tert.-butylnitrite; boron trifluoride diethyl etherate / 1,2-dimethoxyethane / 2 h / -4 °C

4: 1,2,4-Trichlorobenzene / 18 h / 110 °C

5: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

6: pyridine; thionyl chloride / tetrahydrofuran / 1 h / 0 - 20 °C

7: N,N-dimethyl-formamide / 18 h / 60 °C

8: sodium hydride / 0.42 h / 20 - 60 °C

9: hydrazine dihydrochloride / ethanol / 1 h / Heating / reflux

10: trifluoroacetic acid / 18 h / 70 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; tert.-butylnitrite; hydrazine dihydrochloride; boron trifluoride diethyl etherate; hydrogen; sodium hydride; potassium carbonate; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; N,N-dimethyl-formamide; acetonitrile; 1,2,4-Trichlorobenzene;