5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one

Base Information

• Chemical Name: 5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one
• CAS No.: 1031284-87-3
• Molecular Formula: C₂₈H₃₀N₆O
• Molecular Weight: 466.586
• Mol file: 1031284-87-3.mol

Synonyms:5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one

Chemical Property of 5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one

There total 12 articles about 5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-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-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one (376584-62-2) + (5-chloroimidazo[1,2-a]pyridin-8-yl)-[4-(4-isopropylpiperazin-1-yl)phenyl]amine (1031290-25-1) → 5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one (1031284-87-3)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 140 ℃; for 0.333333h; Microwave irradiation; Sealed tube;

Reference yield:

2.6-diaminopyridine (141-86-6) → 5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one (1031284-87-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C

2.1: hydrogenchloride / water / -20 - 0 °C

2.2: 4 h / -20 - 20 °C

2.3: pH 9 - 10

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 4 h / -80 °C

3.2: 2 h / -80 - 20 °C

4.1: hydrogenchloride; water / 5 h / Heating / reflux

5.1: hydrogen bromide / water; isopropyl alcohol / 12 h / Heating / reflux

6.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / 20 °C / Heating / reflux

7.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.33 h / 140 °C / Microwave irradiation; Sealed tube

With hydrogenchloride; water; hydrogen bromide; tert.-butyl lithium; potassium carbonate; caesium carbonate; triethylamine; palladium diacetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; isopropyl alcohol; toluene; pentane; 6.1: Buchwald coupling / 7.1: Suzuki Coupling;

Reference yield:

5-bromoisoindolin-1-one (552330-86-6) → 5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one (1031284-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 85 °C

2: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.33 h / 140 °C / Microwave irradiation; Sealed tube

With potassium acetate; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; 2: Suzuki Coupling;

upstream raw materials:

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one

(5-chloroimidazo[1,2-a]pyridin-8-yl)-[4-(4-isopropylpiperazin-1-yl)phenyl]amine

1-(1-methylethyl)piperazine

2.6-diaminopyridine