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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33807Generated: October 29, 2026

Potassium Carbonate → [5-(6-Morpholin-4-yl-4-oxo-4H-pyran-2-yl)-9H-thioxanthen-2-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/33807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-6-morpholinopyran-4-oneHCID 6605262—
Reactanttert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-thioxanthen-2-ylcarbamateHCID 23574569—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product[5-(6-Morpholin-4-yl-4-oxo-4H-pyran-2-yl)-9H-thioxanthen-2-yl]-carbamic acid tert-butyl esterHCID 23574574—

Reaction Conditions

Temperature100 °C

Reaction Steps

[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-thioxanthen-2-yl]-carbamic acid tert-butyl ester (1.12 g), 2-chloro-6-morpholin-4-yl-pyran-4-one (0.66 g, 3.06 mmol) and grinded K2CO3 (0.71 g, 5.10 mmol) were dissolved in dry 1,4-dioxane (5 ml). The mixture was degassed for 15 mins and Pd(PPh3)4 (0.15 g, 0.13 mmol) was then added The dark brown mixture was heated to 100° C. under an atmosphere of N2 for 24 hour. The reaction mixture was concentrated in vacuo and water (50 ml) was added. The brown solid was filtered, washed with water, dried overnight in a vacuum desiccator and was used without any further purification (1.51 g). m/z (LC-MS, ESP), RT=4.47 min, (M++1)=493

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429660B2
Source datasetuspto-grants-2008_09
ORD IDord-cd7b7c38de734571a8f8292ea9919f33
Source noteuspto-grants-2008_09