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

Base Information

Chemical Name: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
CAS No.:1449700-80-4
Molecular Formula:C₃₀H₃₆BN₃O₆
Molecular Weight:545.443
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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-(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

: 1429510-57-5
3-chloro-2-methoxy-4,6-dimethylpyridine

: 1449700-80-4
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

: 1429510-95-1
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

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:

: 131994-22-4
ethyl 3-(4-bromo-2-chlorophenyl)-3-oxo-propionate

: 1449700-80-4
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

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1 h / 10 - 35 °C

1.2: 17 h / 10 - 35 °C / Reflux

2.1: sodium hydroxide; water / ethanol / 2.5 h / 50 °C

3.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.5 h / 10 - 35 °C

3.2: 1 h / 10 - 35 °C

4.1: potassium tert-butylate / tetrahydrofuran / 26 h / 0 - 35 °C

5.1: potassium acetate; Pd(dppf)₂·CH₂Cl₂ / 1,4-dioxane / 2 h / 130 °C / Microwave irradiation

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

With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); Pd(dppf)₂·CH₂Cl₂; potassium tert-butylate; water; potassium acetate; caesium carbonate; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;

Reference yield:

: 1449700-22-4
ethyl 5-(4-bromo-2-chlorophenyl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxylate

: 1449700-80-4
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

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide; water / ethanol / 2.5 h / 50 °C

2.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.5 h / 10 - 35 °C

2.2: 1 h / 10 - 35 °C

3.1: potassium tert-butylate / tetrahydrofuran / 26 h / 0 - 35 °C

4.1: potassium acetate; Pd(dppf)₂·CH₂Cl₂ / 1,4-dioxane / 2 h / 130 °C / Microwave irradiation

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

With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); Pd(dppf)₂·CH₂Cl₂; potassium tert-butylate; water; potassium acetate; caesium carbonate; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;