HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 69519305, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydrofluoric Acid | HCID 14917 | — |
| Reactant | 4-(tert-Butyl-dimethyl-silanyloxy)-piperidine-1-carboxylic Acid 5-benzoylamino-pyridin-2-yl Ester | HCID 69517699 | — |
| Reactant | HCID 178516044 | HCID 178516044 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 69519305 | HCID 69519305 | 47% |
Reaction Steps
A solution of 2-hydroxy-5-trifluoromethylpyridine (0.32 g, 2.00 mmol), 4-(tert-butyl-dimethyl-silanyloxy)-piperidine-1-carboxylic acid 5-benzoylamino-pyridin-2-yl ester (0.90 g, 2.00 mmol) and triethylamine (0.20 g, 2.00 mmol) in acetonitrile (10 mL) was stirred at room temperature for three days. Hydrofluoric acid (min. 40% in water, 0.50 mL) was added and stirring was continued for 18 hours. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane 75:25), followed by crystallisation from ethyl-acetate:heptane, yielding the title compound (0.27 g, 47% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279470B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-8290ad4ec25449beb33de472e2be1740 |
| Source note | uspto-grants-2007_10 |