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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748011Generated: November 2, 2026

Pyridine → HCID 66747924, compound

https://huagongshe.com/reaction/1748011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantCesium carbonateHCID 10796—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant4-(2,2-Dioxido-3,4,6,7,8,9-hexahydropyrido[2,1-c][1,2,4]thiadiazin-9-yl)phenolHCID 66747720—
CatalystHCID 178476681HCID 178476681—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 66747924HCID 6674792416.5%

Reaction Steps

A mixture of 4-chlorophenylboronic acid (167 mg), 4-(2,2-dioxido-3,4,6,7,8,9-hexahydropyrido[2,1-c][1,2,4]thiadiazin-9-yl)phenol (100 mg), pyridine (0.087 mL), diacetoxycopper (130 mg), and cesium carbonate (116 mg) in DMSO (3.0 mL) was stirred at room temperature for 24 hr. The mixture was diluted with water, and extracted with EtOAc (40 mL). The organic layer was washed with 0.1N NaOH aq. (2×40 mL) and then brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with MeOH in EtOAc) to give the title compound (23.0 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-9d316ea65e8141139266162832280648
Source noteuspto-grants-2015_10