rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone

Base Information

Chemical Name:rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone
CAS No.:1439557-77-3
Molecular Formula:C₂₂H₂₁NO₂
Molecular Weight:331.414
Hs Code.:

Synonyms:rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone

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Chemical Property of rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone

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Technology Process of rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone

There total 7 articles about rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone 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:

: 1439557-55-7
rac-2-(4-bromo-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone

: 994-89-8
tributylethynyltin

: 1439557-77-3
rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; cesium fluoride; In N,N-dimethyl-formamide; at 110 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 1237529-42-8
2-(4-bromo-2,6-dimethylphenyl)cyclopent-4-ene-1,3-dione

: 1439557-77-3
rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid; zinc / 2 h / 90 °C

2.1: potassium carbonate / acetone / 16 h / 25 - 30 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.67 h / -75 °C / Inert atmosphere

3.2: 4.33 h / -75 - 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 0 - 20 °C

5.1: potassium carbonate / methanol / 25 - 30 °C

6.1: acetic acid; zinc / 25 - 30 °C

7.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; copper(l) iodide / N,N-dimethyl-formamide / 1 h / 110 °C / Inert atmosphere; Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; potassium carbonate; acetic acid; triethylamine; cesium fluoride; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

Reference yield:

: 1203555-00-3
2-(4-bromo-2,6-dimethyl-phenyl)-3-methoxy-cyclopent-2-en-1-one

: 1439557-77-3
rac-2-(4-ethynyl-2,6-dimethylphenyl)-3-methoxy-5-(pyridin-2-ylmethyl)cyclopent-2-enone

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.67 h / -75 °C / Inert atmosphere

1.2: 4.33 h / -75 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: potassium carbonate / methanol / 25 - 30 °C

4.1: acetic acid; zinc / 25 - 30 °C

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; copper(l) iodide / N,N-dimethyl-formamide / 1 h / 110 °C / Inert atmosphere; Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; potassium carbonate; acetic acid; triethylamine; cesium fluoride; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;