5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one

Base Information

• Chemical Name: 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one
• CAS No.: 1429510-95-1
• Molecular Formula: C₃₂H₃₄N₄O₅
• Molecular Weight: 554.646
• Mol file: 1429510-95-1.mol

Synonyms:5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one

Chemical Property of 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one

There total 12 articles about 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one 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:

5-bromo-2-chloro-4,6-dimethylpyridine (918145-29-6) → 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one (1429510-95-1)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-dimethyl-formamide; methanol / 15 h / 60 °C

2: N-chloro-succinimide / N,N-dimethyl-formamide / 14 h / 80 °C

3: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

4: caesium carbonate; dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-) / water; 1,4-dioxane / 4 h / 130 °C / Microwave irradiation

With N-chloro-succinimide; n-butyllithium; dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); caesium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water; N,N-dimethyl-formamide;

Reference yield:

5-(2,4-dimethoxybenzyl)-1-(tetrahydro-2H-pyran-4-yl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-dihydropyrazolo[4,3-c]quinolin-4(5H)-one + 3-chloro-2-methoxy-4,6-dimethylpyridine (1429510-57-5) → 5-(2,4-dimethoxybenzyl)-1-(tetrahydro-2H-pyran-4-yl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one (1449700-80-4) + 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one (1429510-95-1)

Guidance literature:

With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); caesium carbonate; In 1,4-dioxane; water; at 130 ℃; for 4h; Overall yield = 76 mg; Microwave irradiation;

Reference yield:

2-amino-5-bromo-4,6-dimethylpyridine (89856-44-0) → 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one (1429510-95-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.17 h / 0 °C

1.2: 4.33 h / 0 - 35 °C

2.1: N,N-dimethyl-formamide; methanol / 15 h / 60 °C

3.1: N-chloro-succinimide / N,N-dimethyl-formamide / 14 h / 80 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

5.1: caesium carbonate; dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-) / water; 1,4-dioxane / 4 h / 130 °C / Microwave irradiation

With hydrogenchloride; N-chloro-succinimide; n-butyllithium; dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); caesium carbonate; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 3-(4-bromo-2-chlorophenyl)-3-oxo-propionate

ethyl 5-(4-bromo-2-chlorophenyl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxylate

5-bromo-2-chloro-4,6-dimethylpyridine

3-bromo-6-methoxy-2,4-dimethylpyridine