3-(5-fluoro-1H-indol-3-yl)propanal

Base Information

• Chemical Name: 3-(5-fluoro-1H-indol-3-yl)propanal
• CAS No.: 843652-40-4
• Molecular Formula: C₁₁H₁₀FNO
• Molecular Weight: 191.205
• DSSTox Substance ID: DTXSID00474363
• Wikidata: Q82304346
• Mol file: 843652-40-4.mol

Synonyms:3-(5-fluoro-1H-indol-3-yl)propanal;843652-40-4;SCHEMBL4487619;DTXSID00474363;GMFXAHNKLNVZIB-UHFFFAOYSA-N;3-(5-fluoro-1H-indol-3-yl) propanal;3-(5-fluoro-1H-indol-3-yl)-propionaldehyde

Chemical Property of 3-(5-fluoro-1H-indol-3-yl)propanal

Chemical Property:

• PSA: 32.86000
• LogP: 2.43850
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 191.074642105
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

5-fluoro-1H-Indole-3-propanal 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)C(=CN2)CCC=O

Technology Process of 3-(5-fluoro-1H-indol-3-yl)propanal

There total 2 articles about 3-(5-fluoro-1H-indol-3-yl)propanal 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: 54.0%

3-(5-fluoro-1H-indol-3-yl)propan-1-ol (141071-80-9) → 3-(5-fluoro-1H-indol-3-yl)propanal (843652-40-4)

Guidance literature:

With dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic anhydride; pyridine; In chlorobenzene; at 20 ℃; for 16h;

DOI:10.1021/jm060218h

Reference yield:

5-fluoro-1H-indole (399-52-0) + acrolein (107-02-8,25068-14-8) → 3-(5-fluoro-1H-indol-3-yl)propanal (843652-40-4)

Guidance literature:

With (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; trifluoroacetic acid; In dichloromethane; isopropyl alcohol; at -25 ℃;

DOI:10.1016/j.bmcl.2005.01.059

Reference yield:

3-(5-fluoro-1H-indol-3-yl)propanal (843652-40-4) → C21H21FN2O2S

Guidance literature:

Multi-step reaction with 4 steps

1: pyridinium p-toluenesulfonate; magnesium sulfate / dichloromethane / 20 °C

2: dichloromethane / -48 °C

3: hydrogenchloride / methanol / 0 °C

4: triethylamine / dichloromethane / 5 h / 20 °C

With hydrogenchloride; pyridinium p-toluenesulfonate; magnesium sulfate; triethylamine; In methanol; dichloromethane;

DOI:10.1016/j.cclet.2019.10.019

upstream raw materials:

5-fluoro-1H-indole

acrolein

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