4-(5-FLUORO-1H-INDOL-3-YL)-BUTYRIC ACID

Base Information

• Chemical Name: 4-(5-FLUORO-1H-INDOL-3-YL)-BUTYRIC ACID
• CAS No.: 319-72-2
• Molecular Formula: C12H12FNO2
• Molecular Weight: 221.23
• Hs Code.: 2933990090
• Mol file: 319-72-2.mol

Synonyms:5-Fluoroindole-3-butyric acid;4-(5-Fluoro-1H-indol-3-yl)butanoic acid;

Chemical Property of 4-(5-FLUORO-1H-INDOL-3-YL)-BUTYRIC ACID

Chemical Property:

• Vapor Pressure: 3.84E-08mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 429.6 °C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 213.6 °C
• PSA: 53.09000
• Density: 1.328 g/cm³
• LogP: 2.71430
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

5-Fluoroindole-3-butyricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Fluoroindole-3-butyric Acid is used in preparation of Aminochroman and Aminotetralin derivatives, which are useful in the treatment of serotonin-mediated disorders.

Technology Process of 4-(5-FLUORO-1H-INDOL-3-YL)-BUTYRIC ACID

There total 11 articles about 4-(5-FLUORO-1H-INDOL-3-YL)-BUTYRIC ACID 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: 86.0%

5-fluoro-3-(3-isocyanopropyl)-1H-indole (843652-73-3) → 5-fluoro-3-(3-carboxypropyl)-1H-indole (319-72-2)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 16h; Heating / reflux;

Reference yield:

4-(5-fluoro-1H-indol-3-yl)butanenitrile → 5-fluoro-3-(3-carboxypropyl)-1H-indole (319-72-2)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1021/jm060218h

Reference yield:

3-(5-fluoro-1H-indol-3-yl)propan-1-ol (141071-80-9) → 5-fluoro-3-(3-carboxypropyl)-1H-indole (319-72-2)

Guidance literature:

Multi-step reaction with 3 steps

1: CBr₄; PPh₃ / CH₂Cl₂

2: dimethylformamide

3: aq. KOH / ethanol

With potassium hydroxide; carbon tetrabromide; triphenylphosphine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm060218h

upstream raw materials:

ethyl 4-(5-fluoro-1H-indol-3-yl)butanoate

3-(5-fluoro-1H-indol-3-yl)propan-1-ol

3-(3-Bromopropyl)-5-fluoro-1H-indole

5-carboethoxypentanal

Downstream raw materials:

4-(5-fluoroindol-3-yl)butanal

5-Fluoro-3-[4-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-butyl]-1H-indole

4-(5-Fluoro-1H-indol-3-yl)-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-butan-1-one

Refernces

• 1、 Hatzenbuhler, Nicole T.,Evrard, Deborah A.,Harrison, Boyd L.,Huryn, Donna,Inghrim, Jennifer,Kraml, Christina,Mattes, James F.,Mewshaw, Richard E.,Zhou, Dahui,Hornby, Geoffrey,Lin, Qian,Smith, Deborah L.,Sullivan, Kelly M.,Schlechter, Lee E.,Beyer, Chad E.,Andree, Terrance H.. "Synthesis and biological evaluation of novel compounds within a class of 3-aminochroman derivatives with dual 5-HT1A receptor and serotonin transporter affinity". . p. 4785 - 4789. Retrieved 2007/10/03.
• 2、 -. "Piperazine derivatives". . . Retrieved 2008/06/13.