2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide

Base Information

• Chemical Name: 2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide
• CAS No.: 1059185-34-0
• Molecular Formula: C₂₉H₂₅F₂N₅O₄
• Molecular Weight: 545.545
• Mol file: 1059185-34-0.mol

Synonyms:2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide

Chemical Property of 2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide

There total 13 articles about 2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide 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:

(R)-5-amino-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one (957130-49-3) + C14H13F3N2O4 (1059186-07-0) → 2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide (1059185-34-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 2h;

Reference yield:

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine (879132-46-4) → 2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide (1059185-34-0)

Guidance literature:

Multi-step reaction with 9 steps

1: pyridinium hydrobromide perbromide / 1,4-dioxane / 1.5 h / 20 °C

2: ammonium chloride; zinc / tetrahydrofuran; water / 3 h

3: caesium carbonate / N,N-dimethyl-formamide / 18.08 h

4: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 760.05 Torr

5: chloroform / 17 h / Heating / reflux

6: Resolution of racemate

7: hydrogenchloride / methanol

8: sodium hydroxide; water; ethylenediamine / methanol / pH 10

9: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 50 °C

With hydrogenchloride; sodium hydroxide; water; hydrogen; pyridinium hydrobromide perbromide; ammonium chloride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethylenediamine; N-ethyl-N,N-diisopropylamine; zinc; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;

Reference yield:

7-Azaindole (271-63-6) → 2-[5-(3,5-difluorophenyl)-3-ethyl-5-methyl-2,4-dioxoimidazolidin-1-yl]-N-[(2R)-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl]acetamide (1059185-34-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1.42 h / 0 °C

1.2: 1.25 h / 10 °C

2.1: pyridinium hydrobromide perbromide / 1,4-dioxane / 1.5 h / 20 °C

3.1: ammonium chloride; zinc / tetrahydrofuran; water / 3 h

4.1: caesium carbonate / N,N-dimethyl-formamide / 18.08 h

5.1: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 760.05 Torr

6.1: chloroform / 17 h / Heating / reflux

7.1: Resolution of racemate

8.1: hydrogenchloride / methanol

9.1: sodium hydroxide; water; ethylenediamine / methanol / pH 10

10.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 50 °C

With hydrogenchloride; sodium hydroxide; water; hydrogen; pyridinium hydrobromide perbromide; sodium hydride; ammonium chloride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethylenediamine; N-ethyl-N,N-diisopropylamine; zinc; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;

upstream raw materials:

(R)-5-amino-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one

C₁₄H₁₃F₃N₂O₄

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

7-Azaindole