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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098085Generated: October 31, 2026

Water → HCID 57504574, compound

https://huagongshe.com/reaction/1098085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantTetrabutylammonium Fluoride TrihydrateHCID 11726816—
ReactantHCID 57504576HCID 57504576—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57504574HCID 5750457452.7%

Reaction Steps

Tetrabutylammoniumfluoride trihydrate (417 mg, 1.32 mmol) was added to a stirred solution of (2S)-2-{[tert-butyl(dimethyl)silyl]oxy}-4-(dimethylamino)-N-(5-methylpyridin-2-yl)butanamide (Step 3) (310 mg, 0.88 mmol) in THF (5 mL). The reaction mixture was kept at ambient temperature for 30 minutes. Water and EtOAc were added and the two phases were separated. The organic phase was dried over MgSO4 and concentrated in vacuo. The residue was purified with column chromatography (silica gel, eluting with EtOAc/MeOH:10/1) to give the title compound as a solid (110 mg), 1H NMR (300 MHz, CDCl3) δ 9.44 (br s, 1H), 8.15 (d, 1H), 8.12 (d, 1H), 7.51 (dd, 1H), 4.39 (dd, 1H), 2.63 (m, 2H), 2.28 (m, 9H), 2.09 (m, 1H), 1.92 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143263B2
Source datasetuspto-grants-2012_03
ORD IDord-d581c441b7fa456f9598f24ceffddddd
Source noteuspto-grants-2012_03