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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2421081Generated: November 2, 2026

tert-Butyl 4-oxopiperidine-1-carboxylate → HCID 59025456, compound

https://huagongshe.com/reaction/2421081

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantSodiumHCID 5360545—
ReactantHCID 55288821HCID 55288821—
CatalystZincchlorideHCID 3007855—
SolventMethanolHCID 887—
ProductHCID 59025456HCID 5902545643.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956069B2
Source datasetuspto-grants-2011_06
ORD IDord-439986fa559945dea2325a101c6c6b0e
Source noteuspto-grants-2011_06