4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-carboxylic acid tert-butyl ester

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Chemical Name:4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-carboxylic acid tert-butyl ester
CAS No.:1613333-44-0
Molecular Formula:C₂₈H₂₇F₂N₅O₂
Molecular Weight:503.551
Hs Code.:

Synonyms:4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-carboxylic acid tert-butyl ester

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Chemical Property of 4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-carboxylic acid tert-butyl ester

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Technology Process of 4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-carboxylic acid tert-butyl ester

There total 8 articles about 4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-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: 81.0%

: 399-94-0
2-bromo-1,4-difluorobenzene

: 1613333-42-8
4-(4-(3-ethynyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester

: 1613333-44-0
4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-carboxylic acid tert-butyl ester

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 120 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 1562305-10-5
4-(4-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester

: 1613333-44-0
4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: N-iodo-succinimide / acetone / 2 h / 20 °C

2: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane; water / 16 h / 20 °C

3: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 2 h / 75 °C / Inert atmosphere

4: potassium hydroxide; methanol / 2 h / 20 °C

5: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

With methanol; bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; potassium hydroxide; sodium hydroxide; In dichloromethane; water; N,N-dimethyl-formamide; acetone;

Reference yield:

: 877399-74-1
tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate

: 1613333-44-0
4-(4-(3-((2,5-difluorophenyl)ethynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / Inert atmosphere; Reflux

2: N-iodo-succinimide / acetone / 2 h / 20 °C

3: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane; water / 16 h / 20 °C

4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 2 h / 75 °C / Inert atmosphere

5: potassium hydroxide; methanol / 2 h / 20 °C

6: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

With methanol; bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; triethylamine; potassium hydroxide; sodium hydroxide; In 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; acetone;