Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | m-Bromobenzenethiol | HCID 80597 | — |
| Reactant | Ethyl 6-chloroindole-2-carboxylate | HCID 7015027 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66765354 | HCID 66765354 | — |
Reaction Steps
N-Chlorosuccinimide (1.59 g, 12 mmol) was dissolved in DCM (100 mL) and the solution was cooled to −78° C. 3-Bromothiophenol (1.24 mL, 12 mmol) was added dropwise and the reaction stirred for 30 minutes. Then, 6-chloro-1H-indole-2-carboxylic acid ethyl ester (2.2 g, 10 mmol) as a solution in DCM was added in 3 portions and the reaction was allowed to slowly warm to room temperature and continued stirring overnight. The reaction mixture was concentrated then purified by silica gel chromatography (0-30% EtOAc in hexanes) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09000025B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-eaa68f30dae14073bdf610c81988b562 |
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| Source note | uspto-grants-2015_04 |
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