2-(5-Methoxy-2-methyl-1h-indol-3-yl)acetamide

Base Information

• Chemical Name: 2-(5-Methoxy-2-methyl-1h-indol-3-yl)acetamide
• CAS No.: 15992-10-6
• Molecular Formula: C12H14 N2 O2
• Molecular Weight: 218.255
• Hs Code.: 2933990090
• NSC Number: 54762
• DSSTox Substance ID: DTXSID50288215
• Wikidata: Q82024534
• Mol file: 15992-10-6.mol

Synonyms:2-(5-methoxy-2-methyl-1h-indol-3-yl)acetamide;15992-10-6;MFCD21987663;2-(5-Methoxy-2-methyl-3-indolyl)acetamide;1H-Indole-3-acetamide, 5-methoxy-2-methyl-;NSC54762;SCHEMBL4245648;DTXSID50288215;FUEWIOXAEUFASQ-UHFFFAOYSA-N;5-methoxy-2-methyl-3-indolacetamide;NSC-54762;5-methoxy-2-methylindole-3-acetamide;DS-10243;SY047458;CS-0153480

Chemical Property of 2-(5-Methoxy-2-methyl-1h-indol-3-yl)acetamide

Chemical Property:

• Vapor Pressure: 5.54E-10mmHg at 25°C
• Melting Point: 147-150 °C
• Boiling Point: 496.2°Cat760mmHg
• PKA: 16.29±0.40(Predicted)
• Flash Point: 253.9°C
• PSA: 68.11000
• Density: 1.241g/cm³
• LogP: 2.21300
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 218.105527694
• Heavy Atom Count: 16
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

2-(5-Methoxy-2-methyl-1H-indol-3-yl)acetamide 95+% ^*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)OC)CC(=O)N

Technology Process of 2-(5-Methoxy-2-methyl-1h-indol-3-yl)acetamide

There total 5 articles about 2-(5-Methoxy-2-methyl-1h-indol-3-yl)acetamide 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%

Indomethacin amide (6264-33-1) → 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetamide (15992-10-6)

Guidance literature:

Indomethacin amide; With sodium hydroxide; water; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 3h;

With hydrogenchloride; In DMF (N,N-dimethyl-formamide); water; pH=9;

Reference yield: 95.0%

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) → 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetamide (15992-10-6)

Guidance literature:

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid; With chloroformic acid ethyl ester;

With ammonium hydroxide; sodium hydroxide;

DOI:10.1016/j.bmcl.2005.07.006

Reference yield: 59.0%

5-Methoxy-2-methylindole-3-acetic acid (2882-15-7) → 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetamide (15992-10-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; ammonium chloride; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1016/j.bmc.2005.07.073

upstream raw materials:

5-Methoxy-2-methylindole-3-acetic acid

urea

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

Indomethacin amide

Downstream raw materials:

2-(1-benzoyl-5-methoxy-2-methyl-indol-3-yl)-acetamide

3-(amidomethyl)-2-methyl-1-(phenylmethyl)-5-methoxyindole

5-methoxy-2-methyl-1H-1-(o-pentoxy)benzylindole-3-acetamide

2-(1-(2-((5-chloropentyl)oxy)benzyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetamide

Refernces

• 1、 Gao, Xing,Gong, Haojun,Men, Peng,Zhou, Lu,Ye, Deyong. "Design, synthesis, and biological evaluation of novel dual inhibitors of secretory phospholipase A2 and sphingomyelin synthase". . p. 1164 - 1170. Retrieved 2013/10/21.
• 2、 Liu, Ying,Han, Xiao-Feng,Huang, Chang-Kang,Hao, Xin,Lai, Lu-Hua. "Indole-5-phenylcarbamate derivatives as human non-pancreatic secretory phospholipase A2 inhibitor". . p. 4540 - 4542. Retrieved 2007/10/03.