HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Toluenesulfonyl chloride → 8-Bromoisoquinolin-6-yl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 8-Bromoisoquinolin-6-ol | HCID 135742199 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 8-Bromoisoquinolin-6-yl 4-methylbenzenesulfonate | HCID 86646482 | 70.9% |
Reaction Steps
Triethylamine (0.137 mL) was added to a dichloromethane (5 mL) solution of Intermediate 7 (100 mg) and p-toluenesulfonic acid chloride (66 mg; WAKO) at room temperature and the resulting mixture was stirred as it was for 15 hours. The resulting mixture was diluted with dichloromethane and washed with water, the organic layer was dried, then the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography (Yamazen; n-hexane/ethyl acetate) to give the title compound (92.9 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299055B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-d6f0b27ceff3465a83abc69287845141 |
| Source note | uspto-grants-2012_10 |