rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione

Base Information

• Chemical Name: rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione
• CAS No.: 1405128-60-0
• Molecular Formula: C₁₉H₁₅N₅O₂
• Molecular Weight: 345.36
• Mol file: 1405128-60-0.mol

Synonyms:rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione

Chemical Property of rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione

There total 2 articles about rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione 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: 92.0%

2-(3-(3-aminopyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dione (1210417-79-0) → rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione (1405128-60-0)

Guidance literature:

2-(3-(3-aminopyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dione; With sodium azide; sulfuric acid; sodium nitrite; In water; acetone; at -5 ℃;

With sodium carbonate; In water; for 0.5h;

Reference yield:

2-[3-(3-nitropyridin-4-yl)cyclohex-2-en-1-yl]-1H-isoindole-1,3(2H)-dione (1187055-84-0) → rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione (1405128-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / palladium 10% on activated carbon / 2,2,2-trifluoroethanol / 12 h / 206.87 Torr / Inert atmosphere

2.1: sodium azide; sodium nitrite; sulfuric acid / water; acetone / -5 °C

2.2: 0.5 h

With sodium azide; sulfuric acid; hydrogen; sodium nitrite; palladium 10% on activated carbon; In 2,2,2-trifluoroethanol; water; acetone;

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione (1405128-60-0) → rac-2-(3-(3-isothiocyanatopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione (1405128-61-1)

Guidance literature:

rac-(3-(3-azidopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione; With trimethylphosphane; In tetrahydrofuran; at -5 ℃; for 0.5h; Inert atmosphere;

carbon disulfide; In tetrahydrofuran; at -5 ℃; Inert atmosphere;

upstream raw materials:

2-[3-(3-nitropyridin-4-yl)cyclohex-2-en-1-yl]-1H-isoindole-1,3(2H)-dione

2-(3-(3-aminopyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dione

Downstream raw materials:

rac-2-(3-(3-isothiocyanatopyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione

rac-2-(3-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)cyclohex-2-en-1-yl)isoindoline-1,3-dione