5-(6-(3-(tert-butylamino)pyrrolidin-1-yl)pyridin-3-yl)-2-(4-chlorophenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one

Base Information

• Chemical Name: 5-(6-(3-(tert-butylamino)pyrrolidin-1-yl)pyridin-3-yl)-2-(4-chlorophenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one
• CAS No.: 1224171-12-3
• Molecular Formula: C₂₄H₂₇ClN₆O
• Molecular Weight: 450.971
• Mol file: 1224171-12-3.mol

Synonyms:

Chemical Property of 5-(6-(3-(tert-butylamino)pyrrolidin-1-yl)pyridin-3-yl)-2-(4-chlorophenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(6-(3-(tert-butylamino)pyrrolidin-1-yl)pyridin-3-yl)-2-(4-chlorophenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one

There total 7 articles about 5-(6-(3-(tert-butylamino)pyrrolidin-1-yl)pyridin-3-yl)-2-(4-chlorophenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(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: 10.0%

C13H20BrN3 + 2-(4-chloro-phenyl)-4,5-dihydro-2H-pyrrolo[3,4-c]pyrazol-6-one (60557-29-1) → 5-(6-(3-(tert-butylamino)pyrrolidin-1-yl)pyridin-3-yl)-2-(4-chlorophenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one (1224171-12-3)

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) → 5-(6-(3-(tert-butylamino)pyrrolidin-1-yl)pyridin-3-yl)-2-(4-chlorophenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one (1224171-12-3)

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:

1-(4-chlorophenyl)-4-((4-methoxybenzylamino)methyl)-1H-pyrazole-3-carboxylic acid (1224172-07-9) → 5-(6-(3-(tert-butylamino)pyrrolidin-1-yl)pyridin-3-yl)-2-(4-chlorophenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one (1224171-12-3)

Guidance literature:

Multi-step reaction with 3 steps

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

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

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

With potassium phosphate; copper(l) iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N`-dimethylethylenediamine; In 1,4-dioxane; dichloromethane; 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