Methyl 2-(5-chloro-1H-indol-3-YL)-2-oxoacetate

Base Information

• Chemical Name: Methyl 2-(5-chloro-1H-indol-3-YL)-2-oxoacetate
• CAS No.: 163160-55-2
• Molecular Formula: C₁₁H₈ClNO₃
• Molecular Weight: 237.642
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID60439296
• Nikkaji Number: J638.585K
• Wikidata: Q82255214
• Mol file: 163160-55-2.mol

Synonyms:163160-55-2;METHYL 2-(5-CHLORO-1H-INDOL-3-YL)-2-OXOACETATE;Methyl 2-(5-Chloro-3-indolyl)-2-oxoacetate;MFCD09953152;Methyl (5-chloro-1H-indol-3-yl)(oxo)acetate;SCHEMBL13013297;DTXSID60439296;AB3939;SY058617;FT-0735728;A911099;2-(5-Chloro-1H-indol-3-yl)glyoxylic acid methyl ester;METHYL2-(5-CHLORO-1H-INDOL-3-YL)-2-OXOACETATE

Chemical Property of Methyl 2-(5-chloro-1H-indol-3-YL)-2-oxoacetate

Chemical Property:

• Boiling Point: 414.6±25.0 °C(Predicted)
• PKA: 13.63±0.30(Predicted)
• PSA: 59.16000
• Density: 1.437±0.06 g/cm3(Predicted)
• LogP: 2.17700
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 237.0192708
• Heavy Atom Count: 16
• Complexity: 308

Purity/Quality:

97% ^*data from raw suppliers

methyl2-(5-chloro-1H-indol-3-yl)-2-oxoacetate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=O)C1=CNC2=C1C=C(C=C2)Cl

Technology Process of Methyl 2-(5-chloro-1H-indol-3-YL)-2-oxoacetate

There total 6 articles about Methyl 2-(5-chloro-1H-indol-3-YL)-2-oxoacetate 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: 94.0%

methanol (67-56-1) + oxalyl dichloride (79-37-8) + 5-chloro-1H-indole (17422-32-1) → (5-chloro-1H-indol-3-yl)oxoacetic acid methylester (163160-55-2)

Guidance literature:

oxalyl dichloride; 5-chloro-1H-indole; In diethyl ether; at 0 - 20 ℃; for 3h;

methanol; With triethylamine; In diethyl ether; at 0 - 20 ℃; for 5h; Further stages.;

DOI:10.1021/jm061131z

Reference yield: 91.0%

oxalyl dichloride (79-37-8) + 5-chloro-1H-indole (17422-32-1) + sodium methylate (124-41-4) → (5-chloro-1H-indol-3-yl)oxoacetic acid methylester (163160-55-2)

Guidance literature:

oxalyl dichloride; 5-chloro-1H-indole; In diethyl ether; at 0 ℃; for 0.5h;

sodium methylate; In methanol; diethyl ether; at -78 - 20 ℃;

Reference yield: 58.9%

→ (5-chloro-1H-indol-3-yl)oxoacetic acid methylester (163160-55-2)

Guidance literature:

In diethyl ether; at 0 - 5 ℃; for 1h;

In methanol; diethyl ether; at -25 ℃; for 0.5h;

upstream raw materials:

methanol

2-(5-chloro-1H-indol-3-yl)-2-oxoacetyl chloride

oxalyl dichloride

5-chloro-1H-indole

Downstream raw materials:

2-(5-chloro-1H-indol-3-yl)ethanol

4-{2-[2-bromo-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoic acid

methyl 4-{2-[2-bromo-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

C₁₈H₁₅BrClNO₃