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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750336Generated: November 1, 2026

Water → HCID 89810746, compound

https://huagongshe.com/reaction/1750336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1,1,1-Trifluoro-2-iodoethaneHCID 67709—
Reactantthieno(2,3-d)pyrimidin-4(3H)-oneHCID 2808547—
SolventDimethylformamideHCID 6228—
ProductHCID 89810746HCID 8981074670.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of thieno[2,3-d]pyrimidin-4(3H)-one (25 g, 164 mmol), 1,1,1-trifluoro-2-iodoethane (32.4 ml, 329 mmol) and cesium carbonate (53.5 g, 164 mmol) in DMF (100 ml) was heated at 100° C. for 18 h in a round bottom flask. 1 L of water was added to the reaction mixture and was extracted with ethyl acetate (3×300 ml). The combined organic phase was washed with water (500 ml), followed by brine. The organic phase was dried over MgSO4, filtrated, then concentrated in vacuo. The residue was purified by flash chromatography (0-100% ethyl acetate/DCM) to obtain the title compound (27 g, 70%). LCMS RT=0.88 min, M+H+=235.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156853B2
Source datasetuspto-grants-2015_10
ORD IDord-74c4e24b5ab645af913210dd815cc176
Source noteuspto-grants-2015_10