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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332946Generated: October 30, 2026

(S)-tert-butyl 3-((2-cyano-3-nitrophenoxy)methyl)piperidine-1-carboxylate → (S)-tert-butyl 3-((3-amino-2-cyanophenoxy)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/332946

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-tert-butyl 3-((2-cyano-3-nitrophenoxy)methyl)piperidine-1-carboxylateHCID 86714272—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product(S)-tert-butyl 3-((3-amino-2-cyanophenoxy)methyl)piperidine-1-carboxylateHCID 8671427692.3%

Reaction Steps

To a solution of (S)-tert-butyl 3-((2-cyano-3-nitrophenoxy)methyl)piperidine-1-carboxylate (Example 1e, 13 g, 36 mmol) in EtOAc (200 mL) was added Pd/C (3.82 g, 3.6 mmol 10% solution) and the mixture was stirred at room temperature under H2 for 6 hours until the reaction was complete. The mixture was filtered and concentrated. The residue was purified by chromatography on silica gel (EtOAc/hexanes) to yield the title compound (11 g, 92.3%). (M+H)-Boc=232.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877922B2
Source datasetuspto-grants-2014_11
ORD IDord-e5e7cdf5cdb843639cda91d89843eddd
Source noteuspto-grants-2014_11