5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide

Base Information

Chemical Name:5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide
CAS No.:1603832-40-1
Molecular Formula:C₂₃H₂₆FN₃O
Molecular Weight:379.477
Hs Code.:

Synonyms:5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide

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Chemical Property of 5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide

Chemical Property:

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Technology Process of 5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide

There total 7 articles about 5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide 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: 64.0%

: 1603833-82-4
5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid hydrochloride

: 371-40-4
4-fluoroaniline

: 1603832-40-1
5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 65h;

Reference yield:

: 16732-70-0
ethyl 5-bromoindolecarboxylate

: 1603832-40-1
5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

4.1: hydrogen; platinum(IV) oxide / methanol / 18 h

5.1: lithium hydroxide monohydrate / methanol; tetrahydrofuran / 1.5 h / Reflux

5.2: pH 2 / Cooling with ice

6.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 65 h / 20 °C

With platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide monohydrate; hydrogen; potassium acetate; sodium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 1349698-44-7
5-pyridin-4-yl-1H-indole-2-carboxylic acid ethyl ester

: 1603832-40-1
5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: hydrogen; platinum(IV) oxide / methanol / 18 h

3.1: lithium hydroxide monohydrate / methanol; tetrahydrofuran / 1.5 h / Reflux

3.2: pH 2 / Cooling with ice

4.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 65 h / 20 °C

With platinum(IV) oxide; lithium hydroxide monohydrate; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;