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681466

Sigma-Aldrich

Ethyl indole-3-carboxylate

96%

Synonym(s):

3-(Ethoxycarbonyl)indole, Indole-3-carboxylic acid ethyl ester, NSC 63796

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About This Item

Empirical Formula (Hill Notation):
C11H11NO2
CAS Number:
776-41-0
Molecular Weight:
189.21
MDL number:
MFCD00228454
UNSPSC Code:
12352100
PubChem Substance ID:
24885636

assay

96%

form

solid

mp

120-124 °C

SMILES string

CCOC(=O)c1c[nH]c2ccccc12

InChI

1S/C11H11NO2/c1-2-14-11(13)9-7-12-10-6-4-3-5-8(9)10/h3-7,12H,2H2,1H3

InChI key

XOUHVMVYFOXTMN-UHFFFAOYSA-N

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Application

Reactant for preparation of:
  • Indole-based heterocycles for synthesis of indole-based p38 inhibitors and gramines
  • Glycine receptor ligands
  • Inhibitors of Human 5-Lipoxygenase
  • Antimicrobial agents
Precursor to 1,2-aziridinopyrrolo-indoles.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Edwin Vedejs et al.
The Journal of organic chemistry, 69(6), 1794-1799 (2004-04-03)
A convergent synthetic route to the 1,2-aziridinopyrrolo(1,2-a)indole 34 has been developed. Key features of this route include the deuterium kinetic isotope effect to block undesired indole lithiation during tin-lithium exchange from 27a to 30a, the intramolecular Michael addition to generate

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