HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86633533, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Perfluoro-1-butanesulfonyl fluoride | HCID 67814 | — |
| Reactant | HCID 86633534 | HCID 86633534 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86633533 | HCID 86633533 | — |
Reaction Steps
tert-Butyl (±)-[(4aR*,6R*,8aS*)-8a-(2-fluorophenyl)-6-hydroxy-4a,5,6,7,8,8a-hexahydro-4H-benzo[d][1,3]thiazin-2-yl]carbamate obtained in Preparation Example 64-(4) (500 mg) was dissolved in THF. Then, perfluorobutanesulfonyl fluoride (0.43 mL, specific gravity: 1.682 g/cm3), a triethylamine-trihydrofluoric acid complex (0.39 mL, specific gravity: 0.989 g/cm3) and triethylamine (0.99 mL, specific gravity: 0.73 g/cm3) were sequentially added at room temperature. After completion of the addition, the mixture was stirred for 15 hours. The reaction solution was concentrated under reduced pressure and then the residue was purified by silica gel column chromatography to obtain the title compound (351 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946211B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-d686132a874449e3ad55d3ddec61fa4e |
| Source note | uspto-grants-2015_02 |