1-Benzyl-1H-indol-5-ylamine

Base Information

• Chemical Name: 1-Benzyl-1H-indol-5-ylamine
• CAS No.: 26807-73-8
• Molecular Formula: C15H14 N2
• Molecular Weight: 222.29
• DSSTox Substance ID: DTXSID00383269
• Wikidata: Q82174933
• Mol file: 26807-73-8.mol

Synonyms:1-Benzyl-1H-indol-5-ylamine;26807-73-8;1-benzyl-1H-indol-5-amine;1-benzylindol-5-amine;MFCD03070173;5-amino-1-benzylindole;N-benzyl-5-amino indole;5-amino-1benzyl-1H-indole;5-amino-1-benzyl-1H-indole;SCHEMBL2769024;1 -benzyl-1H-indol-5-ylamine;DTXSID00383269;UYDNPZLYDODKKA-UHFFFAOYSA-N;BBA80773;BBL029866;STL319385;AKOS009349878;CCG-277917;AC-17683;AS-31448;1-benzyl-1H-indol-5-ylamine, AldrichCPR;CS-0156309;EN300-783539

Chemical Property of 1-Benzyl-1H-indol-5-ylamine

Chemical Property:

• Vapor Pressure: 3.48E-08mmHg at 25°C
• Refractive Index: 1.631
• Boiling Point: 447°Cat760mmHg
• Flash Point: 224.1°C
• PSA: 30.95000
• Density: 1.13g/cm³
• LogP: 3.85300
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 222.115698455
• Heavy Atom Count: 17
• Complexity: 247

Purity/Quality:

99.3% ^*data from raw suppliers

1-Benzyl-1H-indol-5-ylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC3=C2C=CC(=C3)N

Technology Process of 1-Benzyl-1H-indol-5-ylamine

There total 7 articles about 1-Benzyl-1H-indol-5-ylamine 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: 93.0%

1-benzyl-5-nitro-1H-indole (65795-95-1) → 5-amino-1-benzyl-(1H)-indole (26807-73-8)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 60 ℃; for 3h;

DOI:10.1021/acs.jmedchem.0c00870

Reference yield: 87.0%

1-benzyl-5-chloro-1H-indole (92433-38-0) → 5-amino-1-benzyl-(1H)-indole (26807-73-8)

Guidance literature:

With ammonium hydroxide; potassium phosphate; copper(l) iodide; N¹,N²-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide; In water; dimethyl sulfoxide; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03230

Reference yield:

5-nitroindole (6146-52-7) → 5-amino-1-benzyl-(1H)-indole (26807-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / NaH / dimethylformamide / 20 °C

2: H₂ / 10 percent Pd/C / ethanol / 20 °C / 1810.02 Torr

With hydrogen; sodium hydride; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/ardp.200400932

upstream raw materials:

1-benzyl-5-nitro-1H-indole

5-nitroindole

benzyl bromide

1-benzyl-5-chloro-1H-indole

Downstream raw materials:

(1-Benzyl-1H-indol-5-yl)-(6-chloro-pyrido[3,4-d]pyrimidin-4-yl)-amine

Refernces

• 1、 -. "Indole derivatives or salts thereof as well as preparation method and application of indole derivatives or salts thereof". Paragraph 0159; 0164-0165. . Retrieved 2019/02/06.
• 2、 Fan, Mengyang,Zhou, Wei,Jiang, Yongwen,Ma, Dawei. "Assembly of Primary (Hetero)Arylamines via CuI/Oxalic Diamide-Catalyzed Coupling of Aryl Chlorides and Ammonia". supporting information. p. 5934 - 5937. Retrieved 2015/12/11.