HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylammonium fluoride → 3-ethynyl-5-nitro-1-trityl-1H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylammonium fluoride | HCID 11217984 | — |
| Reactant | 5-Nitro-3-trimethylsilanylethynyl-1-trityl-1H-indazole | HCID 57685863 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-ethynyl-5-nitro-1-trityl-1H-indazole | HCID 57685734 | 93.1% |
Reaction Steps
To a solution of 5-nitro-3-trimethylsilanylethynyl-1-trityl-1H-indazole (700 mg, 1.4 mmol) in THF (5 mL) was added tributylammonium fluoride (1M, 2.8 mL, 2.8 mmol). The resulted solution was stirred at room temperature for 2 hours. TLC showed the completion of reaction. After removal the solvent under vacuum, the product was purified using silica (20 hexane in dichloromethane) to give 560 mg of titled product (93% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546404B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-f35d4d33e69944e49c5c88bb8a35ec27 |
| Source note | uspto-grants-2013_10 |