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

Base Information

• Chemical Name: 3-(5-fluoro-1H-indol-3-yl)propan-1-ol
• CAS No.: 141071-80-9
• Molecular Formula: C11H12FNO
• Molecular Weight: 193.221
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID20567069
• Nikkaji Number: J1.547.538B
• Wikidata: Q82452855
• Mol file: 141071-80-9.mol

Synonyms:3-(5-fluoro-1H-indol-3-yl)propan-1-ol;141071-80-9;3-(5-Fluoro-1H-indol-3-yl)-propan-1-ol;1H-Indole-3-propanol, 5-fluoro-;SCHEMBL4352009;DTXSID20567069;JXNVVCPTZHQWFO-UHFFFAOYSA-N;MFCD08705788;AKOS005531311;AM807361;NS-01856;3-(5-Fluoro-1H-indol-3-yl)-1-propanol;3-(5-fluoro-1H-indol-3-yl)-propan-l-ol;CS-0315162

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

Chemical Property:

• Boiling Point: 381.0±27.0 °C(Predicted)
• PKA: 15.07±0.10(Predicted)
• PSA: 36.02000
• Density: 1.263±0.06 g/cm3(Predicted)
• LogP: 2.23190
• Storage Temp.: 2-8°C
• Solubility.: Chloroform; Dichloromethane; Ethyl Acetate
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 193.090292168
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

3-(5-fluoro-1H-indol-3-yl)propan-1-ol 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)CCCO
• Uses: 5-Fluoro-1H-indole-3-propanol is an intermediate in synthesizing Cebranopadol (c228810). It can be obtained from 1,4-Cyclohexanedione Monoethylene Acetal (C987955) which is used in the preparation of series of potent analgesic compounds. 1,4-Cyclohexanedione Monoethylene Acetal (C987955) is also used as a building block in the synthesis of tritium labelled probes for the autoradiography study of the dopamine reuptake complex.

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

There total 12 articles about 3-(5-fluoro-1H-indol-3-yl)propan-1-ol 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: 95.0%

3,4-dihydro-2H-pyran (110-87-2) + 4-fluorophenyhydrazine hydrochloride (823-85-8) → 3-(5-fluoro-1H-indol-3-yl)propan-1-ol (141071-80-9)

Guidance literature:

In 1,4-dioxane; water; at 90 ℃;

DOI:10.1016/j.bmcl.2009.10.134

Reference yield: 95.0%

4-fluorophenyhydrazine hydrochloride (823-85-8) → 3-(5-fluoro-1H-indol-3-yl)propan-1-ol (141071-80-9)

Guidance literature:

4-fluorophenyhydrazine hydrochloride; With sulfuric acid; In ISOPROPYLAMIDE; water; at 20 - 100 ℃; Microwave irradiation;

dihydropyran; In ISOPROPYLAMIDE; water; at 100 - 175 ℃; for 0.666667h; Microwave irradiation;

DOI:10.1021/jm1009988

Reference yield: 95.0%

3,4-dihydro-2H-pyran (110-87-2) + 4-Hydrazinobenzoic acid (619-67-0) → 3-(5-fluoro-1H-indol-3-yl)propan-1-ol (141071-80-9)

Guidance literature:

4-Hydrazinobenzoic acid; With sulfuric acid; In N,N-dimethyl acetamide; water; at 100 ℃; Microwave irradiation;

3,4-dihydro-2H-pyran; In N,N-dimethyl acetamide; water; at 20 - 175 ℃; for 0.766667h;

DOI:10.1021/jm4001538

upstream raw materials:

3,4-dihydro-2H-pyran

4-fluorophenylhydrazine

4-fluorophenyhydrazine hydrochloride

3-(5-fluoro-1H-indol-3-yl)propanoic acid

Downstream raw materials:

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

3-{cyclobutyl[3-(5-fluoro-1H-indol-3-yl)propyl]amino}-8-fluorochromane-5-carboxamide

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

SLV 314