2-(2-phenyl-1H-indol-3-yl)ethanamine

Base Information

• Chemical Name: 2-(2-phenyl-1H-indol-3-yl)ethanamine
• CAS No.: 1217-80-7
• Molecular Formula: C16H16N2
• Molecular Weight: 236.316
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80433817
• Nikkaji Number: J1.141.463J
• Wikidata: Q82248059
• Mol file: 1217-80-7.mol

Synonyms:2-(2-phenyl-1H-indol-3-yl)ethanamine;1217-80-7;2-(2-PHENYL-1H-INDOL-3-YL)-ETHYLAMINE;2-(2-phenyl-1H-indol-3-yl)ethan-1-amine;1217-81-8;2-(2-Phenyl-1H-indol-3-yl)ethanamine HCl;2-phenyltryptamine;SCHEMBL4875370;DTXSID80433817;2-Phenyl-1H-indole 3-ethanamine;HQJIMWXWTRWIAL-UHFFFAOYSA-N;MFCD06212953;AB23343;2-(2-phenyl-1h-indol-3-yl)ethylamine;WS-01241;P20763;A804786

Chemical Property of 2-(2-phenyl-1H-indol-3-yl)ethanamine

Chemical Property:

• Melting Point: 69-72 °C
• Boiling Point: 468.6±33.0 °C(Predicted)
• PKA: 17.00±0.30(Predicted)
• PSA: 41.81000
• Density: 1.160±0.06 g/cm3(Predicted)
• LogP: 4.03640
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 236.131348519
• Heavy Atom Count: 18
• Complexity: 260

Purity/Quality:

98%min ^*data from raw suppliers

2-(2-PHENYL-1H-INDOL-3-YL)-ETHYLAMINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C3=CC=CC=C3N2)CCN

Technology Process of 2-(2-phenyl-1H-indol-3-yl)ethanamine

There total 16 articles about 2-(2-phenyl-1H-indol-3-yl)ethanamine 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%

2-(2-(2-phenyl-1H-indol-3-yl)ethyl)isoindoline-1,3-dione (192182-30-2) → 2-(2-phenyl-1H-indol-3-yl)ethylamine (1217-80-7)

Guidance literature:

With hydrazine hydrate; In methanol; dichloromethane; for 13.5h; Reflux;

DOI:10.1021/ol501409a

Reference yield: 90.0%

tryptamine (61-54-1) + iodobenzene (591-50-4) → 2-(2-phenyl-1H-indol-3-yl)ethylamine (1217-80-7)

Guidance literature:

With palladium diacetate; potassium carbonate; at 100 ℃; for 20h; regioselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.0c03668

Reference yield: 85.0%

tryptamine (61-54-1) + mesityl(phenyl)iodonium triflouromethanesulfonate (144930-50-7) → 2-(2-phenyl-1H-indol-3-yl)ethylamine (1217-80-7)

Guidance literature:

With palladium diacetate; In water; at 100 ℃; for 1h; regioselective reaction;

DOI:10.1002/asia.201601290

upstream raw materials:

(E)-3-(2-nitrovinyl)-2-phenyl-1H-indole

2-(2-(2-phenyl-1H-indol-3-yl)ethyl)isoindoline-1,3-dione

2-oxo-2-(2-phenyl-1H-indol-3-yl)-acetamide

2-(2-(2-bromo-1H-indol-3-yl)ethyl)isoindoline-1,3-dione

Downstream raw materials:

2'-furan-2-yl-2-phenyl-1'-(toluene-4-sulfonyl)-spiro[indole-3,3'-pyrrolidine]

(3aS,4S,6R,6aR)-2,2-Dimethyl-6-{6-[2-(2-phenyl-1H-indol-3-yl)-ethylamino]-purin-9-yl}-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid cyclopropylamide

N-<2-(2-phenylindol-3-yl)ethyl>acetamide

Refernces

• 1、 Xu, Jun,Tong, Rongbiao. "An environmentally friendly protocol for oxidative halocyclization of tryptamine and tryptophol derivatives". . p. 2952 - 2956. Retrieved 2017/07/24.
• 2、 Zhao, Xiaohu,Liu, Xiaohua,Mei, Hongjiang,Guo, Jing,Lin, Lili,Feng, Xiaoming. "Asymmetric dearomatization of indoles through a Michael/Friedel-Crafts-Type cascade to construct polycyclic spiroindolines". . p. 4032 - 4035. Retrieved 2015/03/30.