HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 1289024-48-1
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1289024-45-8 | HCID 67116273 | — |
| Product | 1289024-48-1 | HCID 58467988 | 87% |
Reaction Steps
To a solution of tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate (600 mg, 1.097 mmol) in tetrahydrofuran (15 mL) N-butyl-N,N-dipropylbutan-1-aminium fluoride (1.207 mL, 1.2067 mmol) was added at room temperature. After 1 h, LCMS showed the reaction was complete. Aqueous sodium bicarbonate solution was added (5 ml). The solvent was removed in vacuo and the mixture was extracted with ethyl acetate, dried over sodium sulfate, and concentrated to give a colorless solid which was purified with flash column chromatography to give the desired product (371 mg, 87%): MS(ESI)[M+H+]=547.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314117B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-f41365550f69437e9a02dbb3d177f1b4 |
| Source note | uspto-grants-2012_11 |