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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634423Generated: October 30, 2026

3,4-dihydro-2H-pyran → HCID 118131366, compound

https://huagongshe.com/reaction/634423

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 178508725HCID 178508725—
SolventDimethylformamideHCID 6228—
ProductHCID 118131366HCID 11813136677.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

to a solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (1 g, 3.83 mmol) in dry DMF (15 mL), 3,4-dihydro-2H-Pyran (1.103 ml, 11.49 mmol) and 4-methylbenzenesulfonic acid monohydrate (0.208 ml, 0.958 mmol) were added. The solution was stirred for 5 days at 90° C. Solvent was removed and product was purified by Biotage Si 25 g with a gradient of heptane and ethyl acetate to give the title compound (320 mg, 19.5% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-2888cb9afabc4573b545bf4715f0d4d7
Source noteuspto-grants-2016_04