Indole, 5-amino-3-((dimethylamino)methyl)-

Base Information

• Chemical Name: Indole, 5-amino-3-((dimethylamino)methyl)-
• CAS No.: 3414-74-2
• Molecular Formula: C11H15 N3
• Molecular Weight: 189.26
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30187737
• Nikkaji Number: J41.026H
• Wikidata: Q83059458
• Mol file: 3414-74-2.mol

Synonyms:5-Aminogramine;3414-74-2;5-Graminylamine;INDOLE, 5-AMINO-3-((DIMETHYLAMINO)METHYL)-;3-[(DIMETHYLAMINO)METHYL]-1H-INDOL-5-AMINE;1H-Indole-3-methanamine, 5-amino-N,N-dimethyl-;BRN 0393962;3-((Dimethylamino)methyl)-1H-indol-5-amine;3-((Dimethylamino)methyl)-5-indoleamine;5-Amino-3-((dimethylamino)methyl)indole;5-aminogramine, AldrichCPR;DTXSID30187737;AKOS005258827;LS-82265;CS-0451346;5-Amino-N,N-dimethyl-1H-indole-3-methanamine;A-5540

Chemical Property of Indole, 5-amino-3-((dimethylamino)methyl)-

Chemical Property:

• Vapor Pressure: 1.43E-05mmHg at 25°C
• Boiling Point: 366.7°Cat760mmHg
• Flash Point: 175.6°C
• PSA: 45.05000
• Density: 1.177g/cm³
• LogP: 2.39290
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.126597491
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

5-Aminogramine ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1=CNC2=C1C=C(C=C2)N

Technology Process of Indole, 5-amino-3-((dimethylamino)methyl)-

There total 4 articles about Indole, 5-amino-3-((dimethylamino)methyl)- 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: 96.0%

N,N-dimethyl-5-nitro-1H-indole-3-methanamine (3414-64-0) → N,N-dimethyl-1-(5-amino-1H-indol-3-yl)methanamine (3414-74-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 3h;

DOI:10.1002/cmdc.202000835

Reference yield:

5-nitroindole (6146-52-7) → N,N-dimethyl-1-(5-amino-1H-indol-3-yl)methanamine (3414-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 35 °C

2: palladium on activated carbon; hydrogen / ethanol / 6 h / 20 °C

With palladium on activated carbon; hydrogen; acetic acid; In ethanol; 1: |Mannich Aminomethylation;

DOI:10.1016/j.ejmech.2017.08.031

Reference yield:

5-nitro-1H-indole-3-carbaldehyde (6625-96-3) → N,N-dimethyl-1-(5-amino-1H-indol-3-yl)methanamine (3414-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol; acetonitrile / 2 h / 20 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / ethanol / 3 h / 20 °C

With palladium 10% on activated carbon; hydrogen; In ethanol; acetonitrile;

DOI:10.1002/cmdc.202000835

upstream raw materials:

5-nitroindole

N,N-dimethyl-5-nitro-1H-indole-3-methanamine

5-nitro-1H-indole-3-carbaldehyde

Refernces

• 1、 Qin, Mingze,Tian, Ye,Sun, Xiaoqing,Yu, Simiao,Xia, Juanjuan,Gong, Ping,Zhang, Haotian,Zhao, Yanfang. "Novel methyl indolinone-6-carboxylates containing an indole moiety as angiokinase inhibitors". . p. 492 - 502. Retrieved 2017/08/22.