HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 86688916, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-Quinuclidinol, (-)- | HCID 91404 | — |
| Reactant | HCID 59540290 | HCID 59540290 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86688916 | HCID 86688916 | 47.6% |
Reaction Steps
A mixture of 2-(4,4-difluoropiperidin-1-yl)-2-phenylacetic acid (512 mg, 2.01 mmol), (R)-quinuclidin-3-ol (306 mg, 2.41 mmol), DCC (497 mg, 2.41 mmol) and HOBT (369 mg, 2.41 mmol) in THF (20 ml) was stirred at room temperature over a week-end. THF was evaporated, the crude was taken up with EtOAc and washed twice with 2M K2CO3 and then with brine. The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The crude was purified by flash-chromatography (DCM/MeOH=9/1) to obtain the title compound (348 mg, 47.6% yield) as a yellow sticky oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748613B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-2c3ab12076aa41a58ee307968ed50569 |
| Source note | uspto-grants-2014_06 |