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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037430Generated: November 1, 2026

Hydrochloric Acid → 3-(4-(1-aminocyclobutyl)phenyl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridine-8-carbonitrile hydrochloride

https://huagongshe.com/reaction/1037430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl 1-(4-(8-cyano-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutylcarbamateHCID 68227519—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product3-(4-(1-aminocyclobutyl)phenyl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridine-8-carbonitrile hydrochlorideHCID 6706787071%

Reaction Steps

To a solution of tert-butyl 1-(4-(8-cyano-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutylcarbamate (10 mg, 0.020 mmol) in DCM (2 mL) was added 4M HCl in 1,4-dioxane (1.0 ml). The reaction mixture was stirred at RT for overnight. The solvent was evaporated and the crude product was washed several times with DCM and acetonitrile (3×1 ml). The product was dried to give the title compound as the HCl salt (5 mg, 71%). 1H NMR (500 MHz, CD3OD): δ 8.55 (d, 1H), 8.15 (d, 1H), 7.48-7.18 (m, 9H), 2.75-2.67 (m, 2H), 2.55-2.42 (m, 2H), 2.18-2.09 (m, 1H), 1.88-1.73 (m, 1H). LCMS (Method I): RT=4.39 min, [M+2]+=395.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546376B2
Source datasetuspto-grants-2013_10
ORD IDord-c562e43e16084cb58d33f0cfb9ec5734
Source noteuspto-grants-2013_10