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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026276Generated: November 2, 2026

Dimethylformamide → HCID 67778475, compound

https://huagongshe.com/reaction/1026276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
ReactantHCID 67777572HCID 67777572—
CatalystHCID 178418807HCID 178418807—
SolventWaterHCID 962—
ProductHCID 67778475HCID 6777847537.2%

Reaction Conditions

Temperature155 °C

Reaction Steps

Under an argon atmosphere, a mixture of methyl 1-benzyl-4-bromo-3-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)-1H-pyrazole-5-carboxylate (1.03 g), trimethylboroxin (552 mg), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (181 mg), potassium carbonate (912 mg) and DMF (20 ml) was stirred at 155° C. overnight. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as a white powder (330 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729102B2
Source datasetuspto-grants-2014_05
ORD IDord-16f2d1fe51f24173ad7e22c35a97d7af
Source noteuspto-grants-2014_05