HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 59597674, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-Butyl (1-(pyridin-4-yl)piperidin-4-yl)methylcarbamate | HCID 20801237 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Oxolane--water (1/1) | HCID 21881883 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59597674 | HCID 59597674 | — |
Reaction Steps
A solution of tert-butyl (1-(pyridin-4-yl)piperidin-4-yl)methylcarbamate (180 mg, 0.618 mmol, 1 eq) in THF (4 ml) was added dropwise at 0° C. to a suspension of LAH (188 mg, 4.94 mmol, 8 eq) in THF (4 ml) and heated for 16 h at boiling temperature. The reaction mixture was hydrolyzed with H2O:THF (9:1, 2 ml) and 10% NaOH solution (0.4 ml) at 0° C., diluted with THF (25 ml) and stirred for 1 h at RT. The reaction mixture was filtered over Celite and the filtrate was concentrated under reduced pressure. The resulting amine was used in the following stage without being purified further. Yield: 150 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680159B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-75ed86f6b82b416aa6c97daaa367e55f |
| Source note | uspto-grants-2014_03 |