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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748138Generated: October 31, 2026

Pyridine → HCID 66748166, compound

https://huagongshe.com/reaction/1748138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantCesium carbonateHCID 10796—
Reactant3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 2734660—
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—
SolventAcetonitrileHCID 6342—
ProductHCID 66748166HCID 6674816639.8%

Reaction Steps

A mixture of (3-chloro-4-fluorophenyl)boronic acid (933 mg), 4-[(9S)-2,2-dioxido-3,4,6,7,8,9-hexahydropyrido[2,1-c][1,2,4]thiadiazin-9-yl]phenol (500 mg), pyridine (3.60 mL), cesium carbonate (581 mg), diacetoxycopper (648 mg) and powdered 4A MS (4 g) in MeCN (18 mL) was stirred at room temperature for 3 days. The mixture was added with NH silica gel, concentrated in vacuo, and purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc) then recrystallized from EtOAc-THF/IPE to give (9S)-9-[4-(3-chloro-4-fluorophenoxy)phenyl]-3,4,6,7,8,9-hexahydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide (290.6 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-508e20db6af2470da3b3bf455a37aecd
Source noteuspto-grants-2015_10