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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098069Generated: November 1, 2026

Water → HCID 57504567, compound

https://huagongshe.com/reaction/1098069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantTetrabutylammonium Fluoride TrihydrateHCID 11726816—
ReactantHCID 57504568HCID 57504568—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57504567HCID 5750456769.1%

Reaction Steps

Tetrabutylammoniumfluoride trihydrate (1.43 g, 4.54 mmol) was added to a stirred solution of 2-{[tert-butyl(dimethyl)silyl]oxy}-N-(5-methylpyridin-2-yl)-4-(methylsulfonyl)butanamide (Step 3) (1.17 g, 3.03 mmol) in THF (10 mL). The reaction mixture was kept at ambient temperature for 30 minutes. Water and EtOAc were added and the two phases were separated. The aqueous phase was extracted with EtOAc. The organic extracts were combined and washed with water, dried over MgSO4 and concentrated in vacuo. The residue was recrystallised from EtOAc to give the title compound as colourless solid (0.57 g), 1H NMR (500 MHz, DMSO) δ 8.14 (d, 1H), 7.99 (d, 1H), 7.62 (dd, 1H), 4.23 (m, 1H), 3.17 (m, 2H), 2.96 (s, 3H), 2.24 (s, 3H), 2.16 (m, 1H), 1.98 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143263B2
Source datasetuspto-grants-2012_03
ORD IDord-0b32897ce1184d8ab7ffec633196055b
Source noteuspto-grants-2012_03