HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 4-oxopiperidine-1-carboxylate → HCID 59025456, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 55288821 | HCID 55288821 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59025456 | HCID 59025456 | 43.7% |
Reaction Steps
[(1R,2S)-2-aminocyclohexyl]acetonitrile (1.1 g) was dissolved in MeOH (10 mL) and sodium methoxyde (0.45 mL) was added. The mixture was stirred for 15 minutes then tert-butyl 4-oxopiperidine-1-carboxylate (0.85 g, 4.27 mmol) was added. A solution containing sodium cyanoborohydride (0.36 g, 5.22 mmol) and zinc chloride (0.35 g, 2.60 mmol) in MeOH (2 mL) was then added drop wise and the mixture stirred at room temperature. The solvent was then removed under reduced pressure and the residue was diluted in dichloromethane and was washed with 1N NaOH and brine. The crude was purified by high pH prep LCMS to provide 0.6 g of the title compound. MS (M+1): 322.27
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07956069B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-439986fa559945dea2325a101c6c6b0e |
| Source note | uspto-grants-2011_06 |