4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide

Base Information

• Chemical Name: 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide
• CAS No.: 52061-51-5
• Molecular Formula: C19H18N2O3
• Molecular Weight: 322.364
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10446612
• Wikidata: Q82265324
• Mol file: 52061-51-5.mol

Synonyms:4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide;52061-51-5;N,N-dimethyl-2-oxo-2-(4-phenylmethoxy-1H-indol-3-yl)acetamide;SCHEMBL12558840;DTXSID10446612;FT-0662943;N,N-Dimethyl-A-oxo-4-(phenylmethoxy)-1H-indole-3-acetamide;2-[4-(BENZYLOXY)-1H-INDOL-3-YL]-N,N-DIMETHYL-2-OXOACETAMIDE

Chemical Property of 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide

Chemical Property:

• Melting Point: 148-150 °C
• Boiling Point: 527.6±58.0 °C(Predicted)
• PKA: 14.92±0.30(Predicted)
• PSA: 62.40000
• Density: 1.261±0.06 g/cm3(Predicted)
• LogP: 3.01780
• Solubility.: DMSO
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 322.13174244
• Heavy Atom Count: 24
• Complexity: 460

Purity/Quality:

90% ^*data from raw suppliers

4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)C(=O)C1=CNC2=C1C(=CC=C2)OCC3=CC=CC=C3
• Uses: Intermediate in the preparation of many pharmaceutically active indole derivatives.

Technology Process of 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide

There total 5 articles about 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide 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: 52.0%

oxalyl dichloride (79-37-8) + 4-benzyloxy-1H-indole (20289-26-3) + dimethyl amine (124-40-3) → 4-Benzyloxyindol-3-yl-N,N-dimethylglyoxylamide (52061-51-5)

Guidance literature:

oxalyl dichloride; 4-benzyloxy-1H-indole; In diethyl ether; for 3h; Cooling with ice; Inert atmosphere;

dimethyl amine; In diethyl ether; water; at 20 ℃; Solvent; Cooling with ice; Inert atmosphere;

Reference yield:

4-benzyloxy-1H-indole (20289-26-3) → 4-Benzyloxyindol-3-yl-N,N-dimethylglyoxylamide (52061-51-5)

Guidance literature:

DOI:10.1016/j.bmcl.2005.06.104

Reference yield:

dimethyl amine (124-40-3) + (4-Benzyloxy-1H-indol-3-yl)-oxo-acetyl chloride → 4-Benzyloxyindol-3-yl-N,N-dimethylglyoxylamide (52061-51-5)

Guidance literature:

In diethyl ether; dichloromethane; for 6h; Yield given;

DOI:10.1055/s-1999-3490

upstream raw materials:

oxalyl dichloride

diethyl ether

4-benzyloxy-1H-indole

dimethyl amine

Downstream raw materials:

2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-dimethylethan-1-amine

1-(4-benzyloxy-indol-3-yl)-2-dimethylamino-ethanol

2-(4-(benzyloxy)-1-butyl-1H-indol-3-yl)-N,N-dimethylethan-1-amine

1-methylpsilocin