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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547032Generated: October 31, 2026

Pyridine → HCID 57709132, compound

https://huagongshe.com/reaction/547032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAmmonium ChlorideHCID 25517—
ReactantTrimethylsilyl triflateHCID 65367—
ReactantHCID 67065150HCID 67065150—
SolventDichloromethaneHCID 6344—
ProductHCID 57709132HCID 5770913230.3%

Reaction Steps

Trifluoromethanesulfonic acid trimethylsilyl ester (0.37 mL, 2.04 mmol) was added to a solution of the mixture containing 1-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenylethynyl)-cycloheptanol (529 mg) and pyridine (0.42 mL, 5.19 mmol) in dichloromethane (4.0 mL) at 0° C., and the mixture was stirred at the same temperature for 90 minutes. An ammonium chloride solution was added to the reaction mixture, followed by extraction with ethyl acetate. The extract was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=100:0 to 80:20) to give the target compound as a colorless oil (183 mg, 28% in three steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935688B2
Source datasetuspto-grants-2011_05
ORD IDord-63b68025dfac402482e6bd98e8a07fab
Source noteuspto-grants-2011_05