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Merck
CN

663190

Ethyl 5-methylindole-2-carboxylate

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H13NO2
CAS Number:
Molecular Weight:
203.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
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Quality Segment

assay

97%

form

solid

mp

160-164 °C

functional group

ester

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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