HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 66905082, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Triisopropylsilyl trifluoromethanesulfonate | HCID 2724529 | — |
| Reactant | HCID 57672065 | HCID 57672065 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66905082 | HCID 66905082 | 95.7% |
Reaction Steps
Stir a mixture of (R)-4-{3,5-dichloro-4-[1-(4-hydroxy-piperidin-1-yl)-2-oxo-pyrrolidin-3-ylmethyl]-phenoxy}-benzonitrile (0.238 g, 0.5 mmol) and 15 mL dichloromethane in an ice bath. Add pyridine (0.205 g, 2.59 mmol) followed by triisopropylsilyltrifluoromethane sulfonate (0.19 g, 0.62 mmol). Remove the cold bath and stir the reaction 1 hour at room temperature. Dilute the reaction with dichloromethane and wash with water. Dry the organic phase over sodium sulfate, filter, and concentrate. Purify the residue by silica gel chromatography by eluting with 0% to 50% ethyl acetate in hexanes gradient to afford 0.295 g of the title compound. MS (m/z): 615 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153807B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-712f3dfdcafa4b878e1ba4d92abaa5f0 |
| Source note | uspto-grants-2012_04 |