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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718316Generated: October 30, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-(4-Chlorophenoxy)-1-(4-(6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidin-4-yl)piperazin-1-yl)ethanone

https://huagongshe.com/reaction/718316

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant2-(4-Chlorophenoxy)-1-(piperazin-1-yl)ethanoneHCID 1074760—
ReactantHCID 66758458HCID 66758458—
SolventAcetonitrileHCID 6342—
Product2-(4-Chlorophenoxy)-1-(4-(6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidin-4-yl)piperazin-1-yl)ethanoneHCID 5694189388.5%

Reaction Steps

To a solution of 6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidin-4(3H)-one (40 mg, 0.15 mmol) and BOP (88 mg, 0.20 mmol) in CH3CN (1 ml) was added DBU (34 μl, 0.23 mmol). After stirring for 10 minutes at room temperature, 2-(4-chlorophenoxy)-1-(piperazin-1-yl)ethanone (59 mg, 0.23 mmol) was added. The reaction was stirred at room temperature overnight and then heated at 60° C. for 4 hours. The solvents were removed under reduced pressure, and the crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 100:1) to yield the title compound as a white solid (66 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193741B2
Source datasetuspto-grants-2015_11
ORD IDord-8fb0cab007944470995fe20245e311a7
Source noteuspto-grants-2015_11