![](/CAS/GIF/27034-51-1.gif)
6-Chloroindole-2-carboxylic acid ethyl ester synthesis
- Product Name:6-Chloroindole-2-carboxylic acid ethyl ester
- CAS Number:27034-51-1
- Molecular formula:C11H10ClNO2
- Molecular Weight:223.66
![Iron](/CAS/GIF/7439-89-6.gif)
7439-89-6
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![Ethyl 3-(4-chloro-2-nitrophenyl)-2-oxopropanoate](/CAS/GIF/540523-98-6.gif)
540523-98-6
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![6-Chloroindole-2-carboxylic acid ethyl ester](/CAS/GIF/27034-51-1.gif)
27034-51-1
140 suppliers
$6.00/250mg
Yield: 50%
Reaction Conditions:
with hydrogenchloride in glacial HOAc;ethanol;dichloromethane
Steps:
105.2 4-{2-[1-Benzhydryl-6-chloro-2-(2-phenylmethanesulfonylamino-ethyl)-1H-indol-3-yl]-ethoxy}-benzoic acid
Step 2: To crude 3-(4-chloro-2-nitro-phenyl)-2-oxo-propionic acid ethyl ester (151 mmol) in ethanol:glacial HOAc (1:1, v/v, 560 mL) at rt was added iron powder (74.4 g) and the reaction mixture was stirred at reflux for 4 h. The mixture was filtered and evaporated to give a residue which was redistributed in dichloromethane/1N HCl. The organic layer was washed with 1N HCl, NaHCO3, and brine and dried. Evaporation followed by crystallization (DCM) gave 6-Chloro-1H-indole-2-carboxylic acid ethyl ester as a pale yellow solid (16.8 g, 50% over 2 steps).
References:
Wyeth US2003/144282, 2003, A1
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![6-Chloroindole-2-carboxylic acid ethyl ester](/CAS/GIF/27034-51-1.gif)
27034-51-1
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$6.00/250mg
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![6-Chloroindole-2-carboxylic acid ethyl ester](/CAS/GIF/27034-51-1.gif)
27034-51-1
140 suppliers
$6.00/250mg
![Ethyl 3-(4-chloro-2-nitrophenyl)-2-oxopropanoate](/CAS/GIF/540523-98-6.gif)
540523-98-6
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![6-Chloroindole-2-carboxylic acid ethyl ester](/CAS/GIF/27034-51-1.gif)
27034-51-1
140 suppliers
$6.00/250mg
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![6-Chloroindole-2-carboxylic acid ethyl ester](/CAS/GIF/27034-51-1.gif)
27034-51-1
140 suppliers
$6.00/250mg