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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926119Generated: November 2, 2026

Water → HCID 56851168, compound

https://huagongshe.com/reaction/1926119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 56851167HCID 56851167—
SolventTetrahydrofuranHCID 8028—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 56851168HCID 5685116858.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-(3,3-Diethoxyprop-1-yn-1-yl)-6-phenoxypyrimidin-5-amine (2.30 g) was dissolved in 1-methyl-2-pyrrolidone (7.5 mL), and the mixture was cooled to 0° C. A solution (7.6 mL) of potassium tert-butoxide in 1.0 M tetrahydrofuran was added dropwise to this solution, and the mixture was stirred at 0° C. for 30 min. and at room temperature for 1.5 hrs. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (eluent, hexane:ethyl acetate=90:10→50:50) to give the title compound (1.34 g) as a pale orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178543B2
Source datasetuspto-grants-2012_05
ORD IDord-0092eea6f2f246d88eced6b4dbc1f09c
Source noteuspto-grants-2012_05