4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one

Base Information

• Chemical Name: 4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one
• CAS No.: 1609259-52-0
• Molecular Formula: C₂₉H₃₃N₅O₄
• Molecular Weight: 515.612
• Mol file: 1609259-52-0.mol

Synonyms:4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one

Chemical Property of 4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one

There total 13 articles about 4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-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:

4-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo [4,3-c]pyridine (1416713-66-0) + 5-(4-hydroxy-2-methylphenyl)-4,6-dimethyl-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one (1609259-51-9) → 4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one (1609259-52-0)

Guidance literature:

4-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo [4,3-c]pyridine; 5-(4-hydroxy-2-methylphenyl)-4,6-dimethyl-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one; With palladium diacetate; caesium carbonate; In 1,4-dioxane; for 0.166667h; Inert atmosphere;

With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; In 1,4-dioxane; at 100 ℃; for 3.5h; Inert atmosphere;

Reference yield:

2,4-dimethyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate (1548291-65-1) → 4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one (1609259-52-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / Reflux

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; oxygen / acetonitrile / 18.33 h / -60 - 50 °C

3.1: hydrazine hydrate / water; butan-1-ol / 18 h / Reflux

4.1: toluene-4-sulfonic acid / tetrahydrofuran; ethyl acetate; n-heptane / 24 h / Reflux

5.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 18 h / 20 °C / 2585.81 Torr

6.1: palladium diacetate; caesium carbonate / 1,4-dioxane / 0.17 h / Inert atmosphere

6.2: 3.5 h / 100 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; oxygen; palladium diacetate; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; water; ethyl acetate; acetonitrile; butan-1-ol;

Reference yield:

4-(benzyloxy)-1-bromo-2-methylbenzene (17671-75-9) → 4,6-dimethyl-5-(2-methyl-4-{[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridin-4-yl]oxy}phenyl)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one (1609259-52-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / Reflux

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / Reflux

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; oxygen / acetonitrile / 18.33 h / -60 - 50 °C

4.1: hydrazine hydrate / water; butan-1-ol / 18 h / Reflux

5.1: toluene-4-sulfonic acid / tetrahydrofuran; ethyl acetate; n-heptane / 24 h / Reflux

6.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 18 h / 20 °C / 2585.81 Torr

7.1: palladium diacetate; caesium carbonate / 1,4-dioxane / 0.17 h / Inert atmosphere

7.2: 3.5 h / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; oxygen; potassium acetate; palladium diacetate; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; water; ethyl acetate; acetonitrile; butan-1-ol;

upstream raw materials:

4-hydroxy-3,5-dimethylfuran-2(5H)-one

2,4-dimethyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate

4-(benzyloxy)-1-bromo-2-methylbenzene

2-[4-(benzyloxy)-2-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

4,6-dimethyl-5-[2-methyl-4-(1H-pyrazolo[4,3-c]pyridin-4-yloxy)phenyl]pyridazin-3(2H)-one

Refernces