Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate

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CAS:1098340-27-2
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Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate Basic information
Product Name:Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate
Synonyms:Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate;1H-Indole-2-carboxylic acid, 4-(trifluoromethyl)-, methyl ester;4-trifluoromethyl-2-indole-3-carboxylic acid methyl ester;Methyl 4-trifluoromethyl 2-indoleformate
CAS:1098340-27-2
MF:C11H8F3NO2
MW:243.18
EINECS:
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Mol File:1098340-27-2.mol
Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate Structure
Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate Chemical Properties
Boiling point 334.5±37.0 °C(Predicted)
density 1.403±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka13.56±0.30(Predicted)
AppearanceOff-white to light yellow Solid
InChIInChI=1S/C11H8F3NO2/c1-17-10(16)9-5-6-7(11(12,13)14)3-2-4-8(6)15-9/h2-5,15H,1H3
InChIKeyHEEQKKQXILYZNF-UHFFFAOYSA-N
SMILESN1C2=C(C(C(F)(F)F)=CC=C2)C=C1C(OC)=O
Safety Information
MSDS Information
Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate Usage And Synthesis
Synthesis
2-Propenoic acid, 2-azido-3-[2-(trifluoromethyl)phenyl]-, methyl ester

1362860-87-4

Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate

1098340-27-2

General procedure: methyl 2-azido-3-[2-(trifluoromethyl)phenyl]prop-2-enoate (20.0 mmol) was added to preheated xylene (75 mL) in one go, and the reaction was kept at reflux for 2 hours. After completion of the reaction, the solvent was removed by rotary evaporator and the resulting crude product was purified by silica gel column chromatography with the eluent being a mixed petroleum ether/ethyl acetate solvent. The synthesis of compound 4-(trifluoromethyl)-1H-indole-2-carboxylic acid methyl ester was carried out with reference to the methods reported in literature [9b], [13] and [14].

References[1] European Journal of Medicinal Chemistry, 2012, vol. 49, p. 379 - 396
Methyl 4-(trifluoromethyl)-1H-indole-2-carboxylate Preparation Products And Raw materials
Raw materials2-Propenoic acid, 2-azido-3-[2-(trifluoromethyl)phenyl]-, methyl ester
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