1-(1H-indol-3-yl)-2-methylpropan-2-amine

Base Information

• Chemical Name: 1-(1H-indol-3-yl)-2-methylpropan-2-amine
• CAS No.: 304-53-0
• Molecular Formula: C12H16 N2
• Molecular Weight: 188.272
• Hs Code.: 2933990090
• European Community (EC) Number: 800-136-8
• DSSTox Substance ID: DTXSID10184481
• Wikidata: Q72436280
• Mol file: 304-53-0.mol

Synonyms:1-(1H-indol-3-yl)-2-methylpropan-2-amine;304-53-0;alpha,alpha-Dimethyltryptamine;BRN 0127833;1H-Indole-3-ethanamine, alpha,alpha-dimethyl-;INDOLE, 3-(2-AMINO-2-METHYLPROPYL)-;Ro 3-1638;1-(INDOL-3-YL)-2-METHYLPROPAN-2-AMINE;5-22-10-00183 (Beilstein Handbook Reference);SCHEMBL4100216;DTXSID10184481;MFCD01719186;AKOS006277372;3-(2'-methyl-2'-aminopropyl) indole;AB09840;SS-4588;2-(3-indolyl)-1,1-dimethylethylamine;LS-82314;2-(1h-indol-3-yl)-1,1-dimethylethylamine;FT-0684488;[2-(1H-indol-3yl)-1,1-dimethylethyl]amine;1,1-dimethyl-2-(1H-indol-3-yl)ethyl amine;[2-(1H-indol-3-yl)-1,1-dimethylethyl]amine;[2- (1H-indol-3-yl)-1,1-dimethylethyl]amine;2-(3 -INDOLYL)-1,1-DIMETHYLETHYLAMINE;EN300-1830764

Chemical Property of 1-(1H-indol-3-yl)-2-methylpropan-2-amine

Chemical Property:

• Vapor Pressure: 4.85E-05mmHg at 25°C
• Melting Point: 130-131℃
• Boiling Point: 349°Cat760mmHg
• Flash Point: 191.8°C
• PSA: 41.81000
• Density: 1.098g/cm³
• LogP: 3.14800
• Solubility.: MeOH, CHCl3, DMSO
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 188.131348519
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

98% ^*data from raw suppliers

(5R)-5-Phenylmorpholin-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CC1=CNC2=CC=CC=C21)N
• Uses: α,α-Dimethyltryptamine is an intermediate in the synthesis of Bucindolol (B689430) which is a high-affinity, competitive beta blocker used in the treatment of congestive heart failure and hypertension.

Technology Process of 1-(1H-indol-3-yl)-2-methylpropan-2-amine

There total 5 articles about 1-(1H-indol-3-yl)-2-methylpropan-2-amine 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: 99.0%

3-(2,2-dimethyl-2-nitroethyl)-1H-indole (835-40-5) → [2-(1H-indol-3-yl)-1,1-dimethylethyl]amine (304-53-0)

Guidance literature:

With nickel; hydrazine hydrate; In ethanol; for 2h; Heating;

DOI:10.1021/jm00177a015

Reference yield:

3-(Dimethylaminomethyl)indole (87-52-5) + aqueous AcOH + (i-Pr)2 O + 2-nitropropane (79-46-9) + water (7732-18-5) → [2-(1H-indol-3-yl)-1,1-dimethylethyl]amine (304-53-0)

Guidance literature:

With sodium hydroxide; hydrazine hydrate; aluminum nickel; In ethanol; ethyl acetate;

Reference yield:

3-(Dimethylaminomethyl)indole (87-52-5) → [2-(1H-indol-3-yl)-1,1-dimethylethyl]amine (304-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaOH / 18 h / Heating

2: 99 percent / 85percent hydrazine hydrate, Raney nickel / ethanol / 2 h / Heating

With sodium hydroxide; nickel; hydrazine hydrate; In ethanol;

DOI:10.1021/jm00177a015

upstream raw materials:

3-(2,2-dimethyl-2-nitroethyl)-1H-indole

3-(Dimethylaminomethyl)indole

indole

2-nitropropane

Downstream raw materials:

[2-(1H-indol-3-yl)-1,1-dimethylethyl]{2-[2-(tetrahydrofur-2-ylmethyloxy)phenoxy]ethyl}amine hydrochloride

1,1'-[[1,1-dimethyl-2-(1H-indol-3yl)ethyl]imino]bis[3-(2-cyanophenoxy)-2-propanol]

N-(1-(1H-indol-3-yl)-2-methylpropan-2-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide

Refernces

• 1、 -. "N-ARYLOXYALKYL TRYPTAMINE ALPHA1-ADRENERGIC RECEPTOR ANTAGONISTS". . . Retrieved 2008/06/13.
• 2、 -. "3-INDOLYL-TERTIARY BUTYLAMINOPROPANOLS". . . Retrieved 2008/06/13.