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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854851Generated: November 2, 2026

Hydrochloric Acid → HCID 56960955, compound

https://huagongshe.com/reaction/1854851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 86696569HCID 86696569—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 56960955HCID 56960955—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of ethyl 1-cyclopropyl-8-(4-amino-3,5-dichloro-phenyl)-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (140 mg, 0.326 mmol) in THF (6 mL) and water (2 mL) was treated with LiOH (55 mg, 1.31 mmol). The reaction was heated to 60° C. overnight 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 29 as yellow solid (90 mg, 69%). ESI-MS m/z: 403 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ ppm: 9.30 (d, J=7.5 Hz, 1H), 8.25 (s, 1H), 7.64 (d, J=7.5 Hz, 1H), 7.57 (s, 2H), 6.12 (s, 2H), 2.92 (s, 3H), 2.54-2.51 (m, 1H), 1.13-1.10 (m, 2H), 0.84-0.83 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962842B2
Source datasetuspto-grants-2015_02
ORD IDord-8f4159c5deb64d8bbfa1226254260028
Source noteuspto-grants-2015_02