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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357722Generated: November 1, 2026

Cesium carbonate → HCID 22732258, compound

https://huagongshe.com/reaction/1357722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantDimethylacetamideHCID 31374—
Reactantp-ToluenesulfonateHCID 85570—
ReactantHCID 136116301HCID 136116301—
SolventWaterHCID 962—
ProductHCID 22732258HCID 2273225812.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 7-hydroxy-6-methoxy-4-[2-methyl-5-(2-morpholinopyridine-4-carboxamido)anilino]quinazoline (250 mg), 3-methylsulphonylpropyl) 4-toluenesulphonate (150 mg), cesium carbonate (501 mg) and N,N-dimethylacetamide (5 ml) was stirred and heated to 100° C. for 1 hour. After cooling the reaction mixture to ambient temperature, water was added and the precipitated solid was isolated and dried under vacuum. The material so obtained was purified by column chromatography on silica using a 10:1 mixture of methylene chloride and methanol as eluent. There was thus obtained the title compound as a solid (38 mg); NMR: 2.14 (s, 3H), 2.13 (m, 2H), 3.02 (s, 3H), 3.24 (m, 2H), 3.49 (m, 4H), 3.68 (m, 4H), 3.93 (s, 3H), 4.29 (t, 2H), 7.08 (d, 1H), 7.16 (s, 1H), 7.21 (s, 1H), 7.27 (d, 1H), 7.58 (d, 1H), 7.76 (s, 1H), 7.83 (s, 1H), 8.25 (d, 1H), 8.27 (s, 1H), 9.4 (s, 1H), 10.28 (s, 1H); m/s: M+H+ 607.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593333B1
Source datasetuspto-grants-2003_07
ORD IDord-03c5f62d0fb645059557ba3734fe3d0f
Source noteuspto-grants-2003_07