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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622845Generated: October 29, 2026

Cesium carbonate → HCID 66748590, compound

https://huagongshe.com/reaction/1622845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(4-Bromophenyl)boronic acidHCID 79599—
ReactantCalcium ChlorideHCID 5284359—
Reactant4-[(9S)-2,2-dioxido-3,4,6,7,8,9-hexahydropyrido[2,1-c][1,2,4]thiadiazin-9-yl]phenolHCID 66748496—
CatalystHCID 178476681HCID 178476681—
SolventPyridineHCID 1049—
SolventAcetonitrileHCID 6342—
ProductHCID 66748590HCID 667485906.5%

Reaction Steps

Diacetoxycopper (648 mg) was added to a mixture of pyridine (0.433 mL), (4-bromophenyl)boronic acid (1075 mg), cesium carbonate (581 mg) and 4-[(9S)-2,2-dioxido-3,4,6,7,8,9-hexahydropyrido[2,1-c][1,2,4]thiadiazin-9-yl]phenol (500 mg) in MeCN (35 mL). The mixture was stirred at room temperature under a dry atmosphere (anhydrous calcium chloride tube) for 19 hr. The insoluble, light-blue precipitates were removed by filtration through Celite-pad (eluted with EtOAc). Silica-gel was added to the filtrate and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc) and concentrated in vacuo. The residue was crystallized from THF/IPE to give the title compound (50.6 mg) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778934B2
Source datasetuspto-grants-2014_07
ORD IDord-a04619badf464fdb9d07dee2ceddc863
Source noteuspto-grants-2014_07