N-(1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl)-N-methylacetamide

Base Information

• Chemical Name: N-(1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl)-N-methylacetamide
• CAS No.: 1224171-09-8
• Molecular Formula: C₂₃H₂₃ClN₆O₂
• Molecular Weight: 450.928
• Mol file: 1224171-09-8.mol

Synonyms:

Chemical Property of N-(1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl)-N-methylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl)-N-methylacetamide

There total 7 articles about N-(1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl)-N-methylacetamide 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: 10.0%

C12H16BrN3O + 2-(4-chloro-phenyl)-4,5-dihydro-2H-pyrrolo[3,4-c]pyrazol-6-one (60557-29-1) → N-(1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl)-N-methylacetamide (1224171-09-8)

Guidance literature:

With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 115 ℃; for 12h;

DOI:10.1016/j.bmcl.2015.05.008

Reference yield:

ethyl 1-(4-chlorophenyl)-4-formyl-1H-pyrazole-3-carboxylate (1156510-03-0) → N-(1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl)-N-methylacetamide (1224171-09-8)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium tris(acetoxy)borohydride / dichloromethane / 1.5 h / 20 °C

2: sodium hydroxide / water; tetrahydrofuran; ethanol / 12 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 12 h / 5 - 20 °C

4: ceric ammonium nitrite / water; acetonitrile / 3 h / 20 °C

5: N,N`-dimethylethylenediamine; potassium phosphate; copper(l) iodide / 1,4-dioxane / 12 h / 115 °C

With potassium phosphate; copper(l) iodide; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/j.bmcl.2015.05.008

Reference yield:

2-(4-chlorophenyl)-5-(4-methoxybenzyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one (1224172-08-0) → N-(1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl)-N-methylacetamide (1224171-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ceric ammonium nitrite / water; acetonitrile / 3 h / 20 °C

2: N,N`-dimethylethylenediamine; potassium phosphate; copper(l) iodide / 1,4-dioxane / 12 h / 115 °C

With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; water; acetonitrile;

DOI:10.1016/j.bmcl.2015.05.008

upstream raw materials:

ethyl 1-(4-chlorophenyl)-4-formyl-1H-pyrazole-3-carboxylate

ethyl 1-(4-chlorophenyl)-4-((4-methoxybenzylamino)methyl)-1H-pyrazole-3-carboxylate

1-(4-chlorophenyl)-4-((4-methoxybenzylamino)methyl)-1H-pyrazole-3-carboxylic acid

2-(4-chlorophenyl)-5-(4-methoxybenzyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one