Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70197Generated: October 29, 2026

Ammonium formate → 4-Tert-butyl 1-piperidin-4-yl 2-((pyridin-3-yloxy)methyl)piperazine-1,4-dicarboxylate

https://huagongshe.com/reaction/70197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant1-(1-(Benzyloxycarbonyl)piperidin-4-yl) 4-tert-butyl 2-((pyridin-3-yloxy)methyl)piperazine-1,4-dicarboxylateHCID 59671538—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product4-Tert-butyl 1-piperidin-4-yl 2-((pyridin-3-yloxy)methyl)piperazine-1,4-dicarboxylateHCID 59671507—

Reaction Conditions

Temperature70 °C

Reaction Steps

Palladium hydroxide on carbon (˜10% Pd, 84 mg, 0.06 mmol) was added to a mixture of 1-(1-(benzyloxycarbonyl)piperidin-4-yl) 4-tert-butyl 2-((pyridin-3-yloxy)methyl)piperazine-1,4-dicarboxylate (0.665 g, 1.20 mmol) and ammonium formate (0.151 g, 2.40 mmol) in EtOH (10 mL). The reaction mixture was heated to 70° C. for 2 h. Upon cooling to rt, the reaction mixture was filtered though Celite®, and the filtrate was concentrated under reduced pressure. This gave 0.5278 g of crude product. LC-MS: RT=4.50 min, [M+H]+=421.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822472B2
Source datasetuspto-grants-2014_09
ORD IDord-fa0bfcf0cf91439da6657ba56e0e3777
Source noteuspto-grants-2014_09