HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoromethanesulfonic acid → 3(-3-Cyclopropyl-[1,2,4]oxadiazol-5-yl)-8-bromo-4,5-dihydro-2,5,10b-triaza-benzo[e]azulene-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | 3-(3-Cyclopropyl-[1,2,4]oxadiazol-5-yl)-5-(2,4-dimethoxy-benzyl)-8-bromo-4,5-dihydro-2,5,10b-triaza-benzo[e]azulene-6-one | HCID 22713472 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 3(-3-Cyclopropyl-[1,2,4]oxadiazol-5-yl)-8-bromo-4,5-dihydro-2,5,10b-triaza-benzo[e]azulene-6-one | HCID 22713469 | — |
Reaction Steps
3-(3-Cyclopropyl-[1,2,4]oxadiazol-5-yl)-5-(2,4-dimethoxy-benzyl)-8-bromo-4,5-dihydro-2,5,10b-triaza-benzo[e]azulene-6-one (1.1 g, 2.0 mmol) was suspended in CH2Cl2 (6 mL), cooled in ice, and diluted slowly with trifluroacetic acid (4.7 mL). The resulting solution was treated at 5° C. with trifluoromethanesulfonic acid (266 μL, 3.0 mmol). The red solution was stirred at room temperature for 1.5 h. The mixture was then evaporated and dissolved in CH2Cl2 (10 mL), washed with sodium hydrogen carbonate (sat., 10 mL) and the organic layer was dried (Na2SO4) and evaporated. Trituration with EtOAc. Yield: 772 mg (100%). m/z 385/387 (M—H−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06743789B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-fc0912a859c14ffdae472976cf26dac1 |
| Source note | uspto-grants-2004_06 |