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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424030Generated: November 1, 2026

Potassium Carbonate → HCID 86712881, compound

https://huagongshe.com/reaction/1424030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Bromo-3-chloropyridineHCID 7016326—
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 86712881HCID 8671288136%

Reaction Steps

A solution of the compound (555 mg, 1.0 mmol) obtained in Example 16-5), 2-bromo-3-chloropyridine (294 mg, 2 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 (193 mg, 36%) as a black oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927536B2
Source datasetuspto-grants-2015_01
ORD IDord-5eca439506e04e3e8102c18e67c4996e
Source noteuspto-grants-2015_01