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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538366Generated: October 28, 2026

Acetic Acid → HCID 178421671, compound

https://huagongshe.com/reaction/538366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium BicarbonateHCID 516892—
ReactantPotassium FluorideHCID 522689—
ReactantHCID 178477537HCID 178477537—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 178421671HCID 17842167187.9%

Reaction Steps

Potassium fluoride (1.1 g, 18.85 mmol) was added to a solution of 6-bromo-3-fluoro-2-[(S)-2-methyl-1-(4-nitro-benzenesulfonyl)-aziridin-2-yl]-4-triethylsilanyl-pyridine (5 g, 9.43 mmol) and AcOH (1.13 g, 9.43 mmol) in 25 ml THF. DMF (35 ml) was added and the suspension was stirred for 1 h at rt. The reaction mixture was poured onto a mixture of sat. aq. NaHCO3 and TBME. The layers were separated and washed with brine and TBME. The combined organic layers were dried over MgSO4.H2O, filtered and evaporated to give a yellow oil which was crystallized from TBME/hexane to yield 3.45 g of the title compound as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865712B2
Source datasetuspto-grants-2014_10
ORD IDord-5675b3efb31f446998660ed260f5ed5f
Source noteuspto-grants-2014_10