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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424057Generated: November 2, 2026

Potassium Carbonate → HCID 86712906, compound

https://huagongshe.com/reaction/1424057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
ReactantSodium BicarbonateHCID 516892—
Reactant8-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepineHCID 86712860—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86712906HCID 8671290699.9%

Reaction Steps

A solution of the compound (555 mg, 1.0 mmol) obtained in Example 16-5), 2-chloro-5-trifluoromethyl pyridine (272 mg, 1.5 mmol), tetrakis(triphenylphosphine)palladium(0) (231 mg, 0.2 mmol), and potassium carbonate (276 mg, 2 mmol) in dimethoxyethane (4 mL) and water (1 mL) was stirred at 130° C. for 1.5 h under microwave irradiation. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogencarbonate was added to the reaction mixture, the mixture was extracted with dichloromethane, and the organic layer was washed with saturated sodium chloride solution and dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (Isco Combiflash, 40 g, methanol:ethyl acetate=0:100 to 20:80, gradient) to obtain the title compound (574 mg, quant.) as a light yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927536B2
Source datasetuspto-grants-2015_01
ORD IDord-0694a3b0853b4e9bbac51764cc3cf359
Source noteuspto-grants-2015_01