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663190

Ethyl 5-methylindole-2-carboxylate

97%

Synonym(s):

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

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Pack SizeSKUAvailabilityPrice
5 g
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$116.00

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

$116.00


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Quality Level

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

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This Item
511188681199
assay

97%

assay

99%

assay

96%

Quality Level

100

Quality Level

100

Quality Level

100

mp

160-164 °C

mp

126-128 °C (lit.)

mp

-

form

solid

form

-

form

solid

functional group

ester

functional group

ester

functional group

bromo, ester


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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Articles

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


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)



Global Trade Item Number

SKUGTIN
663190-5G04061832842028
663190-1G04061826138137

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