Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | HCID 66625629 | HCID 66625629 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66625277 | HCID 66625277 | 17% |
Reaction Steps
88 mg of cis-6-fluoro-4-[(4-fluorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline was dissolved in 3 mL of dichloromethane, and 117 mg of triethylamine and 168 mg of cyclohexanecarbonyl chloride were added to the solution under ice cooling. The mixture was stirred for 16 hours under ice cooling. After completion of the reaction, a saturated aqueous solution of ammonium chloride was added to the reaction liquid, and the mixture was extracted with dichloromethane. Subsequently, the extraction product was dehydrated over anhydrous magnesium sulfate, and then was concentrated under reduced pressure. The resulting residue was subjected to recrystallization using chloroform, and thus 21 mg (17%) of the title compound was obtained as a colorless flake-shaped crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045423B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-5e0340e9052e4d919da27523c229114a |
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| Source note | uspto-grants-2015_06 |
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