5-Chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Base Information

• Chemical Name: 5-Chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole
• CAS No.: 106516-07-8
• Molecular Formula: C19H16ClFN2
• Molecular Weight: 326.801
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70432374
• Nikkaji Number: J468.622E
• Wikidata: Q72451297
• ChEMBL ID: CHEMBL274178
• Mol file: 106516-07-8.mol

Synonyms:106516-07-8;5-Chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole;5-chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)indole;5-Chloro-1-(4-fluoro-phenyl)-3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole;CHEMBL274178;SCHEMBL6580736;DTXSID70432374;AKOS016011898;1-(4-Fluorophenyl)-5-chloro-3-[[1,2,3,6-tetrahydropyridin]-4-yl]-1H-indole

Chemical Property of 5-Chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Chemical Property:

• Boiling Point: 481℃
• Flash Point: 245℃
• PSA: 16.96000
• Density: 1.29
• LogP: 5.12850
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 326.0986044
• Heavy Atom Count: 23
• Complexity: 447

Purity/Quality:

97% ^*data from raw suppliers

5-Chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC=C1C2=CN(C3=C2C=C(C=C3)Cl)C4=CC=C(C=C4)F

Technology Process of 5-Chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

There total 5 articles about 5-Chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole 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:

4-piperidone hydrochloride (41979-39-9) + 1-(4-fluorophenyl)-5-chloroindole (138900-22-8) → 5-chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)indole (106516-07-8)

Guidance literature:

With acetic acid; trifluoroacetic acid; for 0.5h; Heating;

DOI:10.1021/jm00084a014

Reference yield:

5-chloro-2,3-dihydro-1-(4-fluorophenyl)-1H-indol-3-one (170232-17-4) → 5-chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)indole (106516-07-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / ethanol; various solvent(s) / 0.5 h / 45 - 55 °C

2: TFA / CH₂Cl₂ / 1 h / Heating

3: TFA, AcOH / 0.5 h / Heating

With sodium tetrahydroborate; acetic acid; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/jm00084a014

Reference yield:

5-Chloro-1-(4-fluoro-phenyl)-2,3-dihydro-1H-indol-3-ol (948553-95-5) → 5-chloro-1-(4-fluorophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)indole (106516-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 1 h / Heating

2: TFA, AcOH / 0.5 h / Heating

With acetic acid; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00084a014

upstream raw materials:

4-piperidone hydrochloride

1-(4-fluorophenyl)-5-chloroindole

5-chloro-2,3-dihydro-1-(4-fluorophenyl)-1H-indol-3-one

5-Chloro-1-(4-fluoro-phenyl)-2,3-dihydro-1H-indol-3-ol

Downstream raw materials:

1-[2-[4-[5-chloro-1-(4-fluorophenyl)-1H-indol-3-yl]-1,2,3,6-tetrahydro-1-pyridyl]ethyl]-2-imidazolidinone

5-chloro-1-(4-fluorophenyl)-3-(4-piperidinyl)-1H-indole

Sertindole

1-(2-{4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-3-phenyl-imidazolidin-2-one