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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207777Generated: October 25, 2026

tert-butyl 4-(3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)pyrazin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate → Tert-butyl 4-(3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)pyrazin-2-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/2207777

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 4-(3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)pyrazin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylateHCID 58547770—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl 4-(3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)pyrazin-2-yl)piperidine-1-carboxylateHCID 5854812986%

Reaction Steps

A mixture of tert-butyl 4-(3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)pyrazin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (459 mg, 1.0 mmol) and wet Pd—C (50%, 300 mg) in MeOH (20 mL) was stirred under H2 (30 psi) at room temperature overnight then the reaction mixture was filtered through and washed with MeOH. The filtrate was concentrated in vacuo to give tert-butyl 4-(3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)pyrazin-2-yl)piperidine-1-carboxylate (400 mg, 0.86 mmol, yield 86%). ESI-MS (M+1): 463 calc. for C26H31N5O3 462.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376450B2
Source datasetuspto-grants-2016_06
ORD IDord-036cae872cb544afb67ff7c495334a07
Source noteuspto-grants-2016_06