N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

Base Information

Chemical Name:N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide
CAS No.:1353253-35-6
Molecular Formula:C₂₇H₂₇F₂N₅O
Molecular Weight:475.541
Hs Code.:

Synonyms:N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

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Chemical Property of N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

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Technology Process of N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

There total 10 articles about N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide 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:

: 1353254-84-8
N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide

: 1353253-35-6
N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

Guidance literature:: With triethylsilane; trifluoroacetic acid; for 0.333333h;

Reference yield:

: 1353255-12-5
ethyl 1H-indazole-5-carboxylate hydrochloride

: 1353253-35-6
N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: bromine / ethanol / 18 h / 20 °C

1.2: pH 10 - 11 / Cooling with ice

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 5 - 10 °C

2.2: 20 °C

3.1: lithium hydroxide / tetrahydrofuran / 50 °C

3.2: pH ~ 4

4.1: HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

4.2: 0.5 h / 20 °C

5.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 16 h / 80 °C / Inert atmosphere

6.1: trifluoroacetic acid; triethylsilane / 0.33 h

With triethylsilane; potassium phosphate; bromine; sodium hydride; HATU; trifluoroacetic acid; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

: ethyl 3-bromo-1H-indazole-5-carboxylate

: 1353253-35-6
N-(5-(2,6-difluorobenzyl)-1-methylpiperidin-3-yl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 0.25 h / 5 - 10 °C

1.2: 20 °C

2.1: lithium hydroxide / tetrahydrofuran / 50 °C

2.2: pH ~ 4

3.1: HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 16 h / 80 °C / Inert atmosphere

5.1: trifluoroacetic acid; triethylsilane / 0.33 h

With triethylsilane; potassium phosphate; sodium hydride; HATU; trifluoroacetic acid; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;