(5-chloro-1H-indol-2-yl)methanamine

Base Information

• Chemical Name: (5-chloro-1H-indol-2-yl)methanamine
• CAS No.: 21109-27-3
• Molecular Formula: C9H9ClN2
• Molecular Weight: 180.63
• Hs Code.: 2933998090
• ChEMBL ID: CHEMBL4575722
• DSSTox Substance ID: DTXSID80405599
• Pharos Ligand ID: TJS4JT96S1MR
• Wikidata: Q82210221
• Mol file: 21109-27-3.mol

Synonyms:(5-chloro-1H-indol-2-yl)methanamine;21109-27-3;[(5-Chloro-1H-indol-2-yl)methyl]amine;1H-Indole-2-methanamine, 5-chloro-;2-(Aminomethyl)-5-chloroindole;MFCD02089399;1-(5-chloro-1H-indol-2-yl)methanamine;Oprea1_561021;SCHEMBL4153224;CHEMBL4575722;DTXSID80405599;(5-Chloro-indol-3-yl)methanamine;AKOS000308181;DS-3347;C-(5-chloro-1H-indol-2-yl)methylamine;SY035338;BB 0219998;CS-0140589;FT-0677443;O10125;A879253;[(5-Chloro-1H-indol-2-yl)methyl]amine, AldrichCPR

Chemical Property of (5-chloro-1H-indol-2-yl)methanamine

Chemical Property:

• Vapor Pressure: 1.16E-05mmHg at 25°C
• Refractive Index: 1.702
• Boiling Point: 369.8 °C at 760 mmHg
• PKA: 16.41±0.30(Predicted)
• Flash Point: 177.4 °C
• PSA: 41.81000
• Density: 1.349 g/cm³
• LogP: 2.98030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 180.0454260
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C=C(N2)CN

Technology Process of (5-chloro-1H-indol-2-yl)methanamine

There total 1 articles about (5-chloro-1H-indol-2-yl)methanamine 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:

→ (5-chloro-1H-indol-2-yl)methanamine (21109-27-3)

Guidance literature:

5-Chlor-indol-2-carbonsaeureamid, LiAlH4;

DOI:10.1021/jm00312a014

Reference yield:

(5-chloro-1H-indol-2-yl)methanamine (21109-27-3) + benzoyl chloride (98-88-4) → C16H13ClN2O

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol4020943

Reference yield:

(5-chloro-1H-indol-2-yl)methanamine (21109-27-3) → N-((1-acetyl-5-chloro-1H-indol-2-yl)methyl)benzamide (1449135-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol4020943

Downstream raw materials:

N-((1-acetyl-5-chloro-1H-indol-2-yl)methyl)benzamide

1-((2R,3S)-3,5-dichloro-2'-phenyl-4'H-spiro[indoline-2,5'-oxazol]-1-yl)ethanone

Refernces