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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854867Generated: October 31, 2026

Hydrochloric Acid → HCID 56959243, compound

https://huagongshe.com/reaction/1854867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 86696579HCID 86696579—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 56959243HCID 56959243—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of ethyl 1-cyclopropyl-8-(4-chloro-phenyl)-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (95 mg, 0.249 mmol) in THF (6 mL) and water (2 mL) was treated with LiOH (43 mg, 1.02 mmol). The reaction was heated to 60° C. for 4 h and acidified with 1N HCl to pH 4. The precipitate was dissolved with ethyl acetate (50 mL) and washed with brine (2×20 mL). The organic phase was separated, dried, and concentrated. The precipitate was filtered to afford the title compound EXAMPLE 45 as yellow solid (49 mg, 56%). ESI-MS m/z: 354 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ ppm: 9.34 (d, J=7.2 Hz, 1H), 8.27 (s, 1H), 7.68-7.56 (m, 5H), 2.84 (s, 3H), 2.55-2.52 (m, 1H), 2.39 (s, 3H), 1.08-1.05 (m, 2H), 0.80-0.78 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962842B2
Source datasetuspto-grants-2015_02
ORD IDord-55439319b8c74391a72da16efdf1793f
Source noteuspto-grants-2015_02