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Merck

663190

Sigma-Aldrich

Ethyl 5-methylindole-2-carboxylate

97%

Sinónimos:

5-Methylindole-2-carboxylic acid ethyl ester, NSC 30928

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About This Item

Fórmula empírica (notación de Hill):
C12H13NO2
Número de CAS:
Peso molecular:
203.24
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

160-164 °C

SMILES string

CCOC(=O)c1cc2cc(C)ccc2[nH]1

InChI

1S/C12H13NO2/c1-3-15-12(14)11-7-9-6-8(2)4-5-10(9)13-11/h4-7,13H,3H2,1-2H3

InChI key

KMVFKXFOPNKHEM-UHFFFAOYSA-N

General description

Ethyl 5-methylindole-2-carboxylate (5-Methylindole-2-carboxylic acid ethyl ester) is an indole derivative. Indole ring system is an important building block or intermediate in the synthesis of many pharmaceutical agents. It is formed during the Fischer indolization of ethyl pyruvate 2-[2-(methanesulfonyloxy)-4-methyl]phenylhydrazine.

Application

  • Reactant for synthesis of oxazino[4,3-a]indoles via cascade addition-cyclization reactions
  • Reactant for preparation of indolecarboxamides as cannabinoid CB1 receptor antagonists
  • Reactant for preparation of indole-3-propionic acids as antiinflammatory and analgesic agents
  • Reactant for Friedel-Crafts acylation with nitrobenzoyl chloride
  • Reactant for oximation reactions

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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Visite la Librería de documentos

Substituent Effects in the Fischer Indolization of (2-Sulfonyloxyphenyl) hydrazones (Fischer Indolization and Related Compounds. XXX).
Murakami Y, et al.
Chemical & Pharmaceutical Bulletin, 47, 791-797 (1999)

Artículos

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

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