HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850503Generated: October 29, 2026
Dimethyl Sulfoxide → HCID 59484996, compound
https://huagongshe.com/reaction/1850503
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2,2,4,6,7-Pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine | HCID 66759731 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59484996 | HCID 59484996 | 42.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957069B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-4b61e97cd7ae4f1db592868105ee867e |
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| Source note | uspto-grants-2015_02 |
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