HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-(8-Bromo-6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Calcium Carbonate | HCID 10112 | — |
| Reactant | (S)-N-(6-Cyano-1,2,3,4-tetrahydro-quinolin-3-yl)-benzenesulfonamide | HCID 66757946 | — |
| Reactant | Benzyltriethylammonium tribromide | HCID 86596066 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(8-Bromo-6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-benzenesulfonamide | HCID 66757940 | 77% |
Reaction Steps
To a suspension of racemate 1G (323 mg, 1.03 mmol) in mixed solvents of MeOH (3 mL), CH2Cl2 (3 mL) and THF (3 mL) at RT was added CaCO3 (103 mg, 1.03 mmol), followed by benzyltriethylammonium tribromide (445 mg, 1.03 mmol). After addition, the mixture was stirred at RT for 45 min. The resultant precipitate was collected by filtration, washed with 0.2 N aqueous HCl, H2O, then dried to provide the title compound (311 mg, 77%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119808B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-45e711c1f9c444a19d24daf9069beae8 |
| Source note | uspto-grants-2012_02 |