[4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone

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Chemical Name:[4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone
CAS No.:1542067-43-5
Molecular Formula:C₂₂H₂₁FN₄O₂
Molecular Weight:392.433
Hs Code.:

Synonyms:[4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone

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Chemical Property of [4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone

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Technology Process of [4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone

There total 6 articles about [4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone 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: 80.0%

: 1584677-32-6
2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)benzoic acid

: 59878-57-8
1-(cyclopropylcarbonyl)piperazine

: 1542067-43-5
[4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone

Guidance literature:: 2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)benzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

1-(cyclopropylcarbonyl)piperazine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.12.031

Reference yield:

: 271-63-6
7-Azaindole

: 1542067-43-5
[4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; 3-chloro-benzenecarboperoxoic acid / water / 20 °C

2.1: 1,1,1,3,3,3-hexamethyl-disilazane / toluene / 1 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / methanol / 20 °C

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 4 h / 80 - 100 °C / Inert atmosphere; Darkness

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

5.2: 20 h / 20 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium hydroxide; In methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; toluene; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2013.12.031

Reference yield:

: 143468-12-6
1-Benzoyl-6-bromo-1H-pyrrolo<2,3-b>pyridine

: 1542067-43-5
[4-(cyclopropanecarbonyl)piperazin-1-yl]-[2-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-6-yl)phenyl]methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol / 20 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 4 h / 80 - 100 °C / Inert atmosphere; Darkness

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 20 h / 20 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2013.12.031