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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850503Generated: October 29, 2026

Dimethyl Sulfoxide → HCID 59484996, compound

https://huagongshe.com/reaction/1850503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant2-BromopyrimidineHCID 78345—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(2,2,4,6,7-Pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazineHCID 66759731—
SolventEthyl AcetateHCID 8857—
ProductHCID 59484996HCID 5948499642.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of DMSO (12 mL) containing 1-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine (1.1 g, 4.00 mmol) synthesized in Reference Example 61, 2-bromopyrimidine (954 mg, 6.0 mmol) and diisopropylethylamine (2.09 mL) were added, and the mixture was stirred at 120° C. for 2 hours. The reaction solution was diluted with ethyl acetate, and washed with water and saturated saline. The organic layer was dried using magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 9:1). The obtained solid was recrystallized from ethanol-water to obtain 600 mg of the title compound (yield 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957069B2
Source datasetuspto-grants-2015_02
ORD IDord-4b61e97cd7ae4f1db592868105ee867e
Source noteuspto-grants-2015_02