4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2-

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Chemical Name:4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2-
CAS No.:1194731-76-4
Molecular Formula:C₂₄H₂₃ClFN₃O
Molecular Weight:423.918
Hs Code.:

Synonyms:4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2-

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Chemical Property of 4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2-

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Technology Process of 4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2-

There total 10 articles about 4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2- 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: 14.0%

: 762-49-2
2-fluoroethyl bromide

: 1194732-27-8
3-{5-[4-(4-chloro-phenyl)-2-oxo-2H-pyridin-1-yl]-2,3-dihydro-indol-1-yl}-azetidine-1-carboxylic acid

: 1194731-76-4
4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2-

Guidance literature:: 3-{5-[4-(4-chloro-phenyl)-2-oxo-2H-pyridin-1-yl]-2,3-dihydro-indol-1-yl}-azetidine-1-carboxylic acid; With trifluoroacetic acid; at 20 ℃; for 2h;

2-fluoroethyl bromide; With potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; at 85 ℃; for 2h;

Reference yield:

: 1187744-24-6
4-(4-chlorophenyl)-2-fluoropyridine

: 1194731-76-4
4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2-

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid / 6 h / 110 °C / Neat (no solvent); Inert atmosphere

2: copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 200 °C / Microwave irradiation; Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

4: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 2 h / 85 °C / Inert atmosphere

With copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; potassium carbonate; acetic acid; trifluoroacetic acid; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.07.020

Reference yield:

: 1679-18-1
4-Chlorophenylboronic acid

: 1194731-76-4
4-(4-chloro-phenyl)-1-{1-[1-(2-fluoro-ethyl)-azetidin-3-yl]-2,3-dihydro-1H-indol-5-yl}-1H-pyridin-2-

Guidance literature:: Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; water / 110 °C / Inert atmosphere

2: acetic acid / 6 h / 110 °C / Neat (no solvent); Inert atmosphere

3: copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 200 °C / Microwave irradiation; Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

5: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 2 h / 85 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; sodium carbonate; potassium carbonate; acetic acid; trifluoroacetic acid; sodium iodide; In 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.07.020