N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide

Base Information

Chemical Name:N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide
CAS No.:1430725-14-6
Molecular Formula:C₃₀H₂₈F₂N₈O
Molecular Weight:554.602
Hs Code.:

Synonyms:N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide

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Chemical Property of N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide

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Technology Process of N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide

There total 19 articles about N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide 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: 13.0%

: 1430728-91-8
2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-amine

: 1759-53-1
cyclopropanecarboxylic acid

: 1430725-14-6
N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide

Guidance literature:: cyclopropanecarboxylic acid; With HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-amine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 12h;

Reference yield:

: 18242-39-2
3,5-dinitrobromobenzene

: 1430725-14-6
N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: acetic acid; iron / acetic acid / 0.5 h / 90 °C

2.1: 0.5 h / 0 - 20 °C

3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,2-dimethoxyethane / 2 h / 90 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 12 h / Inert atmosphere

5.1: potassium fluoride / N,N-dimethyl-formamide / 5 h / 130 °C

6.1: ammonium chloride; zinc / water; tetrahydrofuran / 3 h / 20 °C

7.1: 1 h / 90 °C

8.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

10.1: copper(ll) sulfate pentahydrate; sodium L-ascorbate / dichloromethane; water; dimethyl sulfoxide / 12 h / 20 °C

11.1: hydrogenchloride / water / 3 h / 0 - 70 °C

12.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h / 20 °C

12.2: 12 h

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(ll) sulfate pentahydrate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; iron; sodium carbonate; ammonium chloride; acetic acid; sodium L-ascorbate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetic acid; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 99-65-0
meta-dinitrobenzene

: 1430725-14-6
N-(2',4'-difluoro-5-(6-(1-(1-methylpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-[1,1'-biphenyl]-3-yl)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: sulfuric acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / 12.5 h / 0 - 20 °C

2.1: acetic acid; iron / acetic acid / 0.5 h / 90 °C

3.1: 0.5 h / 0 - 20 °C

4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,2-dimethoxyethane / 2 h / 90 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 12 h / Inert atmosphere

6.1: potassium fluoride / N,N-dimethyl-formamide / 5 h / 130 °C

7.1: ammonium chloride; zinc / water; tetrahydrofuran / 3 h / 20 °C

8.1: 1 h / 90 °C

9.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

11.1: copper(ll) sulfate pentahydrate; sodium L-ascorbate / dichloromethane; water; dimethyl sulfoxide / 12 h / 20 °C

12.1: hydrogenchloride / water / 3 h / 0 - 70 °C

13.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h / 20 °C

13.2: 12 h

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(ll) sulfate pentahydrate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sulfuric acid; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; iron; sodium carbonate; ammonium chloride; acetic acid; sodium L-ascorbate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetic acid; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;