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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221976Generated: October 26, 2026

Potassium Carbonate → HCID 59161532, compound

https://huagongshe.com/reaction/221976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl (2-chloro-3-formylpyridin-4-yl)carbamateHCID 52987944—
ReactantHCID 59161539HCID 59161539—
SolventDimethylformamideHCID 6228—
ProductHCID 59161532HCID 59161532—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of tert-butyl {2-[4-(phenylacetyl)phenyl]-5,8-dioxaspiro[3.4]oct-2-yl}carbamate (1-7) (8.8 g, 20.8 mmol) in DMF (100 mL) was added potassium carbonate (14.4 g, 104 mmol) and tert-butyl (2-chloro-3-formyl-4-pyridinyl)carbamate (1-8) (5.33 g, 20.8 mmol) and the reaction mixture was heated 80° C. over night. The reaction mixture was poured into saturated sodium bicarbonate, extracted with EtOAc, dried over sodium sulfate, filtered and concentrated. The crude residue was purified by column chromatography eluting with 1-80% EtOAc/Hexane. The appropriate fractions were combined and the solvent removed in vacuo to give tert-butyl {2-[4-(5-chloro-3-phenyl-1,6-naphthyridin-2-yl)phenyl]-5,8-dioxaspiro[3.4]oct-2-yl}carbamate (1-9). MS (M+H)+: 545.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207169B2
Source datasetuspto-grants-2012_06
ORD IDord-d6e671ed5feb4a2fa45bd4642b1c2797
Source noteuspto-grants-2012_06