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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641778Generated: October 31, 2026

Potassium Carbonate → HCID 68579474, compound

https://huagongshe.com/reaction/641778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate)HCID 67942—
Reactant4-(6-chloro-2,3-methylenedioxyanilino)-7-hydroxy-5-(N-methylpiperidin-4-yloxy)quinazolineHCID 135510701—
SolventDimethylformamideHCID 6228—
ProductHCID 68579474HCID 6857947448.7%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 4-(6-chloro-2,3-methylenedioxyanilino)-7-hydroxy-5-(N-methylpiperidin-4-yloxy)quinazoline (0.1 g), 2,2,2-trifluoroethyl 4-toluenesulphonate (0.071 g), potassium carbonate (0.08 g) and DMF (2 ml) was stirred and heated to 95° C. for 24 hours. The mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic solution was washed with water and with brine, dried over magnesium sulphate and evaporated The residue was purified by column chromatography on silica using a 45:46:4 mixture of methylene chloride, ethyl acetate and methanol as eluent. There was thus obtained the title compound (0.058 g); NMR Spectrum: (CDCl3) 1.95-2.1 (m, 2H), 2.1-2.3 (m, 2H), 2.32 (s, 3H), 2.3-2.45 (m, 2H), 2.75 (m, 2H), 4.48 (m, 2H), 4.64 (m, 1H), 6.05 (s, 2H), 6.6 (d, 1H), 6.74 (d, 1H), 6.78 (d, 1H), 6.97 (d, 1H), 8.5 (s, 1H), 9.28 (s, 1H); Mass Spectrum: M+H+ 511 and 513.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696214B2
Source datasetuspto-grants-2010_04
ORD IDord-4b0df0ac67164ed099745d45dfe71284
Source noteuspto-grants-2010_04