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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649710Generated: October 30, 2026

Hydrofluoric Acid → (R,E)-Methyl 7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl]-3-hydroxy-5-oxohept-6-enoate

https://huagongshe.com/reaction/649710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrofluoric AcidHCID 14917—
ReactantSodium BicarbonateHCID 516892—
Reactant(R,E)-Methyl 3-[(tert-butyldimethylsilyl)oxy]-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl]-5-oxohept-6-enoateHCID 22848604—
SolventAcetonitrileHCID 6342—
Product(R,E)-Methyl 7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl]-3-hydroxy-5-oxohept-6-enoateHCID 22848603100.1%

Reaction Steps

To a solution of 16 g of the compound 6 in 100 ml of acetonitrile is added dropwise a solution of 48% hydrogen flouride in 400 ml of acetonitrile (1:19) under ice-cooling, and the mixture is warmed to room temperature and stirred for 1.5 hours. The reaction mixture is neutralized with sodium bicarbonate and extracted with ether. The organic layer is washed with sodium chloride, dried and evaporated under reduced pressure to distil ether to give 13 g (Yield: 100%) of methyl 7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(3R)-3-hydroxy-5-oxo-(E)-6-heptenate 7 as syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE037314E1
Source datasetuspto-grants-2001_08
ORD IDord-cddc595e00a2409894c2cb98b9e44764
Source noteuspto-grants-2001_08