681466
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:
Molecular Weight:
189.21
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Assay:
96%
Form:
solid
InChI
1S/C11H11NO2/c1-2-14-11(13)9-7-12-10-6-4-3-5-8(9)10/h3-7,12H,2H2,1H3
SMILES string
CCOC(=O)c1c[nH]c2ccccc12
InChI key
XOUHVMVYFOXTMN-UHFFFAOYSA-N
assay
96%
form
solid
mp
120-124 °C
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Application
Precursor to 1,2-aziridinopyrrolo-indoles.
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
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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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