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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357900Generated: November 2, 2026

Water → 4-Hydroxymethyl-7-iodo-2-trifluoromethylpyrazolo[1,5-a]pyridin

https://huagongshe.com/reaction/2357900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant4-(t-Butyldimethylsilyloxymethyl)-7-iodo-2-trifluoromethylpyrazolo[1,5-a]pyridineHCID 58014015—
SolventTetrahydrofuranHCID 8028—
Product4-Hydroxymethyl-7-iodo-2-trifluoromethylpyrazolo[1,5-a]pyridinHCID 5938935695.2%

Reaction Steps

The compound of Example 92 (4.57 g) was dissolved in tetrahydrofuran (50.0 mL). While this solution was chilled in an ice bath, 1.0 mol/L tetran-butyl ammonium fluoride/tetrahydrofuran solution (12.0 mL) was added and the mixture was stirred at room temperature for 1 hour. Subsequently, water was added and the reaction mixture was extracted with ethylacetate. The organic layer was washed sequentially with water and saturated brine and dried over anhydrous sodium sulfate. Evaporation of the solvent and subsequent purification of the residue by silica gel column chromatography (hexane:ethyl acetate=2:1) afforded the title compound as a pale yellow powder (3.26 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763617B2
Source datasetuspto-grants-2010_07
ORD IDord-2182e7a5147f4fbda759c941b72298b4
Source noteuspto-grants-2010_07