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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174567Generated: October 30, 2026

Water → HCID 137231113, compound

https://huagongshe.com/reaction/2174567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCholine, hydroxideHCID 31255—
ReactantHCID 136183528HCID 136183528—
SolventMethanolHCID 887—
ProductHCID 137231113HCID 13723111363.5%

Reaction Steps

To a suspension of 7-chloro-6-(4-(dimethylamino)phenyl)-4-hydroxy-3-(3-methylisoxazol-5-yl) quinolin-2(1H)-one (Example 42) (1.5 g, 3.79 mmol) in methanol (8 mL) was added choline hydroxide 46% wt in water (1.997 g, 7.58 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was filtered, washed with methanol and dried. The resulting solid was recrystallized with acetonitrile to give the title compound 7-chloro-6-(4-(dimethylamino)phenyl)-3-(3-methylisoxazol-5-yl)-2-oxo-1,2-dihydroquinolin-4-olate, N-2-hydroxyethyl-N,N-dimethylmethanaminium salt (1.2 g, 2.40 mmol, 63.5% yield) as off-white solid. LCMS: (M+H)+=396; Rt=2.39 min. HRMS: calculated for C21H19ClN3O3 (M+H)+: 396.1115. found: 396.1092.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09061998B2
Source datasetuspto-grants-2015_06
ORD IDord-71a6b0fa65ae4bb2b29fdae05a0e322f
Source noteuspto-grants-2015_06