1-pentyl-1H-indole

Base Information

• Chemical Name: 1-pentyl-1H-indole
• CAS No.: 59529-21-4
• Molecular Formula: C13H17N
• Molecular Weight: 187.285
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90392628
• Nikkaji Number: J833.488I
• Wikidata: Q82190989
• Mol file: 59529-21-4.mol

Synonyms:1-pentyl-1H-indole;1-pentylindole;59529-21-4;pentyl 1h indol;SCHEMBL4554026;DTXSID90392628;MFCD00963300;AKOS013124339;AS-48268;CS-0152134;FT-0673614;F30118;10.14272/QWLCOOAYMQWDPR-UHFFFAOYSA-N.1;A869181;doi:10.14272/QWLCOOAYMQWDPR-UHFFFAOYSA-N.1;Q-200131

Chemical Property of 1-pentyl-1H-indole

Chemical Property:

• Boiling Point: 302.2 °C at 760 mmHg
• Flash Point: 136.6 °C
• PSA: 4.93000
• Density: 0.96 g/cm³
• LogP: 3.83150
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 187.136099547
• Heavy Atom Count: 14
• Complexity: 167

Purity/Quality:

99%, ^*data from raw suppliers

N-Pentylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCN1C=CC2=CC=CC=C21
• Uses: Indole derivative with anticancer activity.

Technology Process of 1-pentyl-1H-indole

There total 7 articles about 1-pentyl-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: 100.0%

indole (120-72-9) + 1-Bromopentane (110-53-2) → 1-pentyl-1H-indole (59529-21-4)

Guidance literature:

indole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.5h;

1-Bromopentane; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

DOI:10.1021/acs.orglett.8b00337

Reference yield: 92.0%

N-<1-(benzotriazol-1-yl)pentyl>indole → 1-pentyl-1H-indole (59529-21-4)

Guidance literature:

With lithium aluminium tetrahydride; In toluene; for 5.5h; Heating;

DOI:10.1016/S0040-4020(01)80382-3

Reference yield: 77.0%

1-indoline (496-15-1) + pentan-1-ol (71-41-0) → 1-pentyl-1H-indole (59529-21-4)

Guidance literature:

With chloro-(pentamethylcyclopentadienyl)-{5-methoxy-2-{1-[(4-methoxyphenyl)imino-N]ethyl}phenyl-C}-iridium(lll); potassium carbonate; In 2,2,2-trifluoroethanol; at 100 ℃; for 12h;

DOI:10.1021/acscatal.6b03667

upstream raw materials:

indole

1-Bromopentane

n-butyl magnesium bromide

1-(1H-benzotriazol-1-yl-methyl)-1H-indole

Downstream raw materials:

JWH 237

1-pentyl-3-(1-naphthoyl)indole

N-(1-methyl-1-phenylethyl)-1-pentyl-1H-indole-3-carboxamide

Refernces

• 1、 Guo, Rui-Li,Jia, Qiong,Wang, Meng-Yue,Wang, Yong-Qiang,Yang, Jin-Hui,Zhang, Xing-Long,Zhao, Bao-Yin. "Palladium-Catalyzed Three-Component Regioselective Dehydrogenative Coupling of Indoles, 2-Methylbut-2-ene, and Carboxylic Acids". supporting information. p. 9574 - 9579. Retrieved 2021/12/14.
• 2、 Hock, Katharina J.,Knorrscheidt, Anja,Hommelsheim, Renè,Ho, Junming,Weissenborn, Martin J.,Koenigs, Rene M.. "Tryptamine Synthesis by Iron Porphyrin Catalyzed C?H Functionalization of Indoles with Diazoacetonitrile". supporting information. p. 3630 - 3634. Retrieved 2019/02/13.