2-(1H-Indol-3-YL)-N-methoxy-N-methylacetamide

Base Information

• Chemical Name: 2-(1H-Indol-3-YL)-N-methoxy-N-methylacetamide
• CAS No.: 132922-37-3
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.255
• European Community (EC) Number: 876-182-8
• Nikkaji Number: J2.984.741J
• Mol file: 132922-37-3.mol

Synonyms:2-(1H-INDOL-3-YL)-N-METHOXY-N-METHYLACETAMIDE;132922-37-3;1H-Indole-3-acetamide, N-methoxy-N-methyl-;N-METHOXY-N-METHYL-1H-INDOLE-3-ACETAMIDE;SCHEMBL796067;BCP17969;MFCD11732280;AKOS008952758;AS-36177;Z54740149;F1903-0085

Chemical Property of 2-(1H-Indol-3-YL)-N-methoxy-N-methylacetamide

Chemical Property:

• Melting Point: 122-124 °C
• Boiling Point: 379.4±44.0 °C(Predicted)
• PKA: 16?+-.0.30(Predicted)
• PSA: 45.33000
• Density: 1.223±0.06 g/cm3(Predicted)
• LogP: 1.73020
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 218.105527694
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

2-(1H-Indol-3-yl)-N-methoxy-N-methylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)CC1=CNC2=CC=CC=C21)OC

Technology Process of 2-(1H-Indol-3-YL)-N-methoxy-N-methylacetamide

There total 2 articles about 2-(1H-Indol-3-YL)-N-methoxy-N-methylacetamide 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: 44.0%

indolylacetic acid (32588-36-6) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → 2-(1H-indol-3-yl)-N-methoxy-N-methyl-acetamide (132922-37-3)

Guidance literature:

With phenylsilane; magnesium sulfate; triethylamine; at 50 ℃; for 4h;

DOI:10.1002/ejoc.201901660

Reference yield: 31.0%

2-(2-bromo-1H-indol-3-yl)-N-methoxy-N-methylacetamide + para-thiocresol (106-45-6) → C19H20N2O2S + 2-(1H-indol-3-yl)-N-methoxy-N-methyl-acetamide (132922-37-3)

Guidance literature:

In 1,2-dichloro-ethane; at 20 ℃; for 24h;

DOI:10.1021/acs.orglett.1c00205

Reference yield: 91.0%

2-(1H-indol-3-yl)-N-methoxy-N-methyl-acetamide (132922-37-3) + phenylacetylene (536-74-3) → 1-(1H-indol-3-yl)-4-phenylbut-3-yn-2-one

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

2-(1H-indol-3-yl)-N-methoxy-N-methyl-acetamide; In tetrahydrofuran; hexane; at -78 - -10 ℃; for 1h;

DOI:10.1002/anie.201501812

upstream raw materials:

indolylacetic acid

N,O-dimethylhydroxylamine*hydrochloride

para-thiocresol

Downstream raw materials:

indole-3-acetaldehyde

3-(1H-indolyl)acetone

3-Methylharman

3-ethyl-1-methyl-9H-beta-carboline