HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929192Generated: October 30, 2026
Potassium Carbonate → 4-(6-Chloro-pyridin-2-yloxy)-1H-indole-2-carboxylic acid ethyl ester
https://huagongshe.com/reaction/1929192
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Dichloropyridine | HCID 16989 | — |
| Reactant | 1-tert-butyl 2-ethyl 4-hydroxy-1H-indole-1,2-dicarboxylate | HCID 59600138 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(6-Chloro-pyridin-2-yloxy)-1H-indole-2-carboxylic acid ethyl ester | HCID 86066032 | — |
Reaction Steps
159 (500 mg, 1.6 mmol), 2,6-Dichloro-pyridine (360 mg, 24 mmol) are dissolved in 15 ml of dimethylformamide. After addition of potassium carbonate (340 mg, 24 mmol) and a catalytic amount Cu-powder the mixture is heated to 160° C. for 3 hours. The reaction mixture is cooled to room temperature, diluted with ethyl acetate and washed with water. The organic layers are dried over sodium sulphate and evaporated. The crude product is solved in dichloromethane and after evaporation crystallized with cyclohexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183366B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-0fa053d2174443f1a49f0ae1930c40af |
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| Source note | uspto-grants-2012_05 |
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