2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine

Base Information

• Chemical Name: 2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine
• CAS No.: 1203-95-8
• Molecular Formula: C₁₁H₁₃ClN₂
• Molecular Weight: 208.691
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80352352
• Nikkaji Number: J3.551.335C
• Wikidata: Q82129442
• Mol file: 1203-95-8.mol

Synonyms:2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine;1203-95-8;2-(5-chloro-2-methyl-1H-indol-3-yl)ethan-1-amine;G60;Oprea1_704738;DTXSID80352352;BBL014413;STK119252;AKOS001740843;SB15137;BS-25670;BB 0249606;EU-0086075;FT-0679234;EN300-6479424;2-(5-Chloro-2-methyl-1H-indol-3-yl)-ethylamin e;J-004329

Chemical Property of 2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine

Chemical Property:

• Vapor Pressure: 3.86E-06mmHg at 25°C
• Boiling Point: 385.2°C at 760 mmHg
• Flash Point: 186.8°C
• PSA: 41.81000
• Density: 1.252g/cm³
• LogP: 4.13320
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 208.0767261
• Heavy Atom Count: 14
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

2-(5-Chloro-2-methyl-1H-indol-3-yl)ethanaminehydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1)C=CC(=C2)Cl)CCN
• Uses: 5-Chloro-2-methyltriptamine is a derivative of tryptamine known to inhibit in a voltage-dependant manner at the NMDA receptor. Also used in the synthesis of a novel pim-1 kinase competetive inhibitors targeting fluorescently labelled substrate peptides.

Technology Process of 2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine

There total 7 articles about 2-(5-chloro-2-methyl-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:

2-methyltryptamine (2731-06-8) → 2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine (1203-95-8)

Guidance literature:

With glucose dehydrogenase; D-glucose; maltose binding protein-rebeccamycin halogenase; rebeccamycin halogenase variant 10S; flavin adenine dinucleotide; NADH; sodium chloride; In isopropyl alcohol; at 16 ℃; pH=7.4; Enzymatic reaction;

DOI:10.1039/c5sc04680g

Reference yield:

5-chloro-2-methylindole (1075-35-0) → 2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine (1203-95-8)

Guidance literature:

Multi-step reaction with 4 steps

1: trichlorophosphate / N,N-dimethyl-formamide

2: ammonium acetate

3: sodium tris(acetoxy)borohydride / tetrahydrofuran

4: palladium 10% on activated carbon; ammonium formate / methanol

With palladium 10% on activated carbon; ammonium acetate; ammonium formate; sodium tris(acetoxy)borohydride; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201200104

Reference yield:

C11H9ClN2O2 → 2-(5-chloro-2-methyl-1H-indol-3-yl)ethanamine (1203-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride / tetrahydrofuran

2: palladium 10% on activated carbon; ammonium formate / methanol

With palladium 10% on activated carbon; ammonium formate; sodium tris(acetoxy)borohydride; In tetrahydrofuran; methanol;

DOI:10.1002/cmdc.201200104

upstream raw materials:

5-chloro-2-methylindole

5-Chloro-2-methyl-1H-indole-3-carboxaldehyde

2-methyltryptamine

5-chloro-2-pentanone

Downstream raw materials:

3-chloro-N-(2-(2-methyl-1H-indol-3-yl)ethyl)benzamide

2-chloro-N-(2-(2-methyl-1H-indol-3-yl)ethyl)benzamide