(Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one

Base Information

• Chemical Name: (Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one
• CAS No.: 1607855-14-0
• Molecular Formula: C₂₅H₂₂N₂O
• Molecular Weight: 366.462

Synonyms:(Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one

Chemical Property of (Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one

Chemical Property:

Purity/Quality:

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Technology Process of (Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one

There total 4 articles about (Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one 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: 66.0%

5-methyl-2-(pyridin-2-ylamino)cyclopent-2-enone (1394172-79-2) + diphenyl acetylene (501-65-5) → (E)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one (1607855-05-9) + (Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one (1607855-14-0)

Guidance literature:

With tris(triphenylphosphine)rhodium(I) chloride; sodium iodide; In 1,4-dioxane; at 130 ℃; for 20h; Overall yield = 99 %; stereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1039/c3cc47556e

Reference yield:

2-aminopyridine (504-29-0) + 5-methyl-2-(pyridin-2-ylamino)cyclopent-2-enone (1394172-79-2) + diphenyl acetylene (501-65-5) → (E)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one (1607855-05-9) + (Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one (1607855-14-0)

Guidance literature:

With aluminum oxide; tris(triphenylphosphine)rhodium(I) chloride; sodium iodide; In 1,4-dioxane; at 130 ℃; for 20h; Overall yield = 76 %; stereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1039/c3cc47556e

Reference yield:

2-aminopyridine (504-29-0) → (Z)-3-(1,2-diphenylvinyl)-5-methyl-2-(pyridin-2-ylamino)cyclopent-2-en-1-one (1607855-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum oxide / toluene / 48 h / Reflux

2: tris(triphenylphosphine)rhodium(I) chloride; sodium iodide / 1,4-dioxane / 20 h / 130 °C / Inert atmosphere; Sealed tube

With aluminum oxide; tris(triphenylphosphine)rhodium(I) chloride; sodium iodide; In 1,4-dioxane; toluene;

DOI:10.1039/c3cc47556e

upstream raw materials:

2-aminopyridine

5-methyl-2-(pyridin-2-ylamino)cyclopent-2-enone

diphenyl acetylene

3-methyl-1,2-cyclopentanedione

Downstream raw materials:

tert-butyl (Z)-(2-(1,2-diphenylvinyl)-4-methyl-5-oxocyclopent-1-en-1-yl)carbamate

C₂₅H₂₉NO₃

C₃₀H₃₀N₂O₃

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