HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66971140, compound → HCID 66900404, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66971140 | HCID 66971140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 66900404 | HCID 66900404 | 100.6% |
Reaction Steps
A solution of rac-{1-[2-(7-fluoro-2-methoxy-quinolin-8-yl) -3-hydroxy-propyl]-piperidin-4-yl}-carbamic acid tert-butyl ester (WO 2007/081597, 1.42 g, 3.28 mmol) in a mixture of TFA (15 mL) and DCM (9 mL) was stirred at rt for 20 min. The solvent was removed in vacuo and the residue was diluted in sat. NaHCO3 (20 mL). The pH was adjusted to 12 adding 6M NaOH. The aq. layer was extracted 3 times with DCM-MeOH (9-1, 3×25 mL). The combined org. layers were washed once with brine (20 mL), dried over Na2SO4, filtered and concentrated to dryness to afford the title amine as a yellowish gum (1.1 g, 100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012961B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-87f58de2a5434bd5a79c110760759e7f |
| Source note | uspto-grants-2011_09 |