ChemicalBook--->CAS DataBase List--->105191-13-7

105191-13-7

105191-13-7 Structure

105191-13-7 Structure
IdentificationBack Directory
[Name]

Ethyl 5-cyanoindole-2-carboxylate
[CAS]

105191-13-7
[Synonyms]

Ethyl 5-cyanoindole-2-carboxylate
ETHYL 5-CYANO-1H-INDOLE-2-CARBOXYLATE
Methyl 5-cyano-1H-indole-2-carboxylate
5-CYANOINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
5-CYANO-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER
5-cyano-1H-indole-2-carboxylic acid methyl ester
1H-Indole-2-carboxylic acid, 5-cyano-, ethyl ester
2-Hydroxy-4-methyl-6-oxo-1,6-dihydro-3-pyridinecarbonitrile
[Molecular Formula]

C12H10N2O2
[MDL Number]

MFCD04966999
[MOL File]

105191-13-7.mol
[Molecular Weight]

214.22
Chemical PropertiesBack Directory
[Boiling point ]

419.3±25.0 °C(Predicted)
[density ]

1.28±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

13.63±0.30(Predicted)
[Appearance]

Off-white to light brown Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P271-P261-P280
[HS Code ]

2933998090
Hazard InformationBack Directory
[Uses]

Ethyl 5-cyanoindole-2-carboxylate is an important chemical raw material for the preparation of pril drugs and dye products, and is also widely used in the pharmaceutical industry.
[Synthesis]

Ethyl 5-Bromoindole-2-carboxylate

16732-70-0

Copper(I) Cyanide

544-92-3

Ethyl 5-cyanoindole-2-carboxylate

105191-13-7

General procedure for the synthesis of ethyl 5-cyano-1H-indole-2-carboxylate: a suspension of cuprous cyanide (27 mg, 0.3 mmol) and ethyl 5-bromoindole-2-carboxylate (138) in 500 μL of DMF was stirred and reacted for 7 hours at 155 °C. After completion of the reaction, it was purified by silica gel column chromatography (3 × 15 cm, SiO?, 20% EtOAc/hexane as eluent) to afford the target product, ethyl 5-cyano-1H-indole-2-carboxylate (139) (34 mg, 63% yield), as a white solid with melting point of 181-182 °C.

[References]

[1] Patent: US2005/26987, 2005, A1. Location in patent: Page 23
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl 5-cyanoindole-2-carboxylate(105191-13-7)1HNMR
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