Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86645343 | HCID 86645343 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68513042 | HCID 68513042 | 65.2% |
Reaction Steps
190 mg (1.38 mmol) K2CO3 and 100 μl (1.38 mmol) ethanethiol were added to a solution of 140 mg (0.46 mmol) 7-tert-butyl-2-chloro-4-methyl-quinoline-3-carboxylic acid ethyl ester in DMF (3 ml) and the mixture was stirred for 16 h at 60° C. Then it was diluted with water and extracted with EE. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated to small volume under vacuum. Column chromatography (hexane/EE 19:1) of the residue yielded 100 mg (0.30 mmol, 65%) 7-tert-butyl-2-ethylsulfanyl-4-methyl-quinoline-3-carboxylic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399673B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-a479599245aa4738a8bbfb56d0bc48c5 |
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| Source note | uspto-grants-2013_03 |
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