4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1603833-79-9
Molecular Formula:C₂₅H₂₈FN₃O₃
Molecular Weight:437.514
Hs Code.:

Synonyms:4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester

There total 9 articles about 4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester 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: 38.0%

: 1603833-78-8
5-(1-tert-butoxycarbonyl-piperidin-4-yl)-1H-indole-2-carboxylic acid

: 371-40-4
4-fluoroaniline

: 1603833-79-9
4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: 5-(1-tert-butoxycarbonyl-piperidin-4-yl)-1H-indole-2-carboxylic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

4-fluoroaniline; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 1603833-77-7
5-(1-tert-butoxycarbonyl-piperidin-4-yl)-1H-indole-2-carboxylic acid ethyl ester

: 1603833-79-9
4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide; water / tetrahydrofuran / 16 h / 20 °C

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

2.2: 20 °C

With water; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 1603833-79-9
4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 17 h / Inert atmosphere; Reflux

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane; water / 24 h / 50 °C / Reflux

3.1: N,N-dimethyl-formamide / 18 h / 115 °C / Inert atmosphere

4.1: platinum(IV) oxide; hydrogen / methanol

5.1: dmap / tetrahydrofuran; 2-methyl-propan-1-ol / 16 h / 20 °C

6.1: lithium hydroxide; water / tetrahydrofuran / 16 h / 20 °C

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

7.2: 20 °C

With dmap; platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; water; hydrogen; potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; 2-methyl-propan-1-ol; water; N,N-dimethyl-formamide;