3-[5-Chloro-2-(ethoxycarbonyl)-1H-indol-3-yl]prop-2-enoic acid

Base Information

Chemical Name:3-[5-Chloro-2-(ethoxycarbonyl)-1H-indol-3-yl]prop-2-enoic acid
CAS No.:885273-63-2
Molecular Formula:C₁₄H₁₂ClNO₄
Molecular Weight:293.707
Hs Code.:
DSSTox Substance ID:DTXSID10696337
Mol file:885273-63-2.mol

Synonyms:C14H12ClNO4;DTXSID10696337;AB18929;3-[5-Chloro-2-(ethoxycarbonyl)-1H-indol-3-yl]prop-2-enoic acid

Suppliers and Price of 3-[5-Chloro-2-(ethoxycarbonyl)-1H-indol-3-yl]prop-2-enoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 8 raw suppliers

Chemical Property of 3-[5-Chloro-2-(ethoxycarbonyl)-1H-indol-3-yl]prop-2-enoic acid

Chemical Property:

Boiling Point:535.2±50.0 °C(Predicted)
PKA:3.94±0.10(Predicted)
PSA：79.39000
Density:1.440±0.06 g/cm3(Predicted)
LogP:3.09580
XLogP3:3.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:293.0454856
Heavy Atom Count:20
Complexity:412

Purity/Quality:: 98%min ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)C1=C(C2=C(N1)C=CC(=C2)Cl)C=CC(=O)O

Technology Process of 3-[5-Chloro-2-(ethoxycarbonyl)-1H-indol-3-yl]prop-2-enoic acid

There total 3 articles about 3-[5-Chloro-2-(ethoxycarbonyl)-1H-indol-3-yl]prop-2-enoic acid 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:

: ethyl (E)-3-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)-5-chloro-1H-indole-2-carboxylate

: 885273-63-2
(E)-3-(5-chloro-2-(ethoxycarbonyl)-1H-indol-3-yl)acrylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1021/acsmedchemlett.5b00482

Reference yield:

: 4792-67-0
5-chloro-indole-2-carboxylic acid ethyl ester

: 885273-63-2
(E)-3-(5-chloro-2-(ethoxycarbonyl)-1H-indol-3-yl)acrylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: trichlorophosphate / 1,2-dichloro-ethane / 7 h / Inert atmosphere; Reflux

2: toluene / Inert atmosphere; Reflux

3: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

With trifluoroacetic acid; trichlorophosphate; In dichloromethane; 1,2-dichloro-ethane; toluene; 1: |Vilsmeier-Haack Formylation / 2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/acsmedchemlett.5b00482

Reference yield:

: 43142-76-3
5-chloro-3-formyl-1H-indole-2-carboxylic acid ethyl ester

: 885273-63-2
(E)-3-(5-chloro-2-(ethoxycarbonyl)-1H-indol-3-yl)acrylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: toluene / Inert atmosphere; Reflux

2: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

With trifluoroacetic acid; In dichloromethane; toluene; 1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/acsmedchemlett.5b00482