3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-1-one

Base Information

• Chemical Name: 3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-1-one
• CAS No.: 1404559-32-5
• Molecular Formula: C₂₀H₂₀FN₃O₂
• Molecular Weight: 353.396
• Mol file: 1404559-32-5.mol

Synonyms:3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-1-one

Chemical Property of 3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-1-one

There total 6 articles about 3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-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: 89.0%

methyl 3-[4-(4-fluorophenyl)piperazin-1-yl]-3-oxo-2-(3-oxo-2,3-dihydro-1H-isoindol-1-yl)propanoate → 3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-1-one (1404559-32-5)

Guidance literature:

With water; lithium chloride; In N,N-dimethyl-formamide; for 5h; Reflux;

DOI:10.1002/ejoc.201200678

Reference yield: 88.0%

(3-oxo-2,3-dihydro-1H-isoindol-1-yl)-acetic acid (3849-22-7) + 1-(4-Fluorophenyl)piperazine (2252-63-3) → 3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-1-one (1404559-32-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; at 25 ℃; for 16h;

DOI:10.1016/j.bmcl.2016.09.042

Reference yield:

o-formylbenzonitrile (7468-67-9) → 3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,3-dihydro-1H-isoindol-1-one (1404559-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 24 h / 20 °C

2: lithium chloride; water / N,N-dimethyl-formamide / 5 h / Reflux

With water; potassium carbonate; lithium chloride; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/ejoc.201200678

upstream raw materials:

o-formylbenzonitrile

1-(4-Fluorophenyl)piperazine

methyl 3-(4-(4-fluorophenyl)piperazin-1-yl)-3-oxopropanoate

(3-oxo-2,3-dihydro-1H-isoindol-1-yl)-acetic acid

Downstream raw materials:

3-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2-(pyridine-2-yl)isoindolin-1-one