HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(5-(benzo[c][1,2,5]oxadiazol-5-yloxy)-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,1,3-Benzoxadiazole-5-boronic acid, pinacol ester | HCID 46738004 | — |
| Reactant | N-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide | HCID 70223457 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-(benzo[c][1,2,5]oxadiazol-5-yloxy)-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide | HCID 70223362 | — |
Reaction Steps
A mixture of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole (0.313 mmol, 77 mg), N-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide (0.157 mmol, 40 mg), copper (II)acetate (0.157 mmol, 28.5 mg), triethylamine (0.783 mmol, 0.110 mL, 79 mg) and 4A molecular sieves (100 mg) in DCM (1 mL) was stirred at room temperature for 60 h. The reaction mixture was filtered through dicalite and the pad washed with MeOH before the filtrate was concentrated to dryness. The residue was purified by prep HPLC to give a brown film (32. mg, 5.5%). MS (ESI): m/z [M+H]+ 374.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633237B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-88de6eda68fc4e83922d2c0746be78ac |
| Source note | uspto-grants-2014_01 |