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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920033Generated: October 25, 2026

Hydrochloric Acid → 4-[3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridin-2-yl]benzaldehyde

https://huagongshe.com/reaction/1920033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-[4-(1,3-dioxolan-2-yl)phenyl]-3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridineHCID 57500724—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-[3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridin-2-yl]benzaldehydeHCID 57500726—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-[4-(1,3-dioxolan-2-yl)phenyl]-3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridine (1-2) (1.0 g, 2.4 mmol) in NMP (25 mL) was added 6N HCl (10 mL). The reaction was heated at 80° C. for 1 hour. The reaction mixture was cooled to room temperature, slowly quenched into saturated sodium bicarbonate and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated under vacuum to give 4-[3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridin-2-yl]benzaldehyde (1-3) as a white solid. MS (M+H)+: calculated 377.42; found 377.51

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168652B2
Source datasetuspto-grants-2012_05
ORD IDord-286fe8e00f3b4f1482a70e9aeca62605
Source noteuspto-grants-2012_05