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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515302Generated: October 29, 2026

tert-Butyl 4-(2-chloro-5-fluoro-4-nitrobenzylidene)piperidine-1-carboxylate → Tert-butyl 4-(4-amino-2-chloro-5-fluorobenzyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/515302

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-(2-chloro-5-fluoro-4-nitrobenzylidene)piperidine-1-carboxylateHCID 67194189—
CatalystAdams' catalystHCID 345198—
SolventEthanolHCID 702—
ProductTert-butyl 4-(4-amino-2-chloro-5-fluorobenzyl)piperidine-1-carboxylateHCID 67194509114.1%

Reaction Steps

A slurry of platinum (IV) oxide (0.074 mmol, 16.84 mg) in ethanol was added to a solution of tert-butyl 4-(2-chloro-5-fluoro-4-nitrobenzylidene)piperidine-1-carboxylate (1.483 mmol, 550 mg) in ethanol and the resulting suspension was hydrogenated at 3 bar for 45 minutes. The reaction mixture was filtered through celite, washing with ethanol. The filtrate was concentrated under vacuum to afford the intermediate tert-butyl 4-(4-amino-2-chloro-5-fluorobenzyl)piperidine-1-carboxylate (580 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108939B2
Source datasetuspto-grants-2015_08
ORD IDord-4cafd27267124ca4ab336bfa170c2738
Source noteuspto-grants-2015_08