HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86592849, compound → HCID 69652392, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86592849 | HCID 86592849 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69652392 | HCID 69652392 | 66% |
Reaction Steps
Hydrogenate 3-azidomethyl-5-(9-chloro-3-methyl-4-oxo-5H-isoxazolo[4,3-c]quinolin-5-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.65 g, 1.4 mmol) in THF (7.5 mL) and EtOH (50 mL) with 5% Pd/C (0.132 g, at 50 psi and room temperature for 24 H. Filter through celite and concentrate to dryness. Dissolve in CHCl3. Wash 2× with sat. aq NaHCO3, wash with brine, dry over Na2SO4, filter and concentrate to dryness to afford the title compound (413 mg, 66%) as a tan foam as a mixture of cis isomers. MS(IS) 447.1 (M+); TLC (10% MeOH/CHCl3) Rf=0.14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07101891B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-19d310b3307d406e878e7e1fdb83b1b3 |
| Source note | uspto-grants-2006_09 |