HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262459Generated: November 2, 2026
4-(2,6-Dichloropyrimidin-4-yl)morpholine → 4-Chloro-2-(4-ethoxy-4-oxo-butyl)-6-morpholinopyrimidine
https://huagongshe.com/reaction/2262459
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-(2,6-Dichloropyrimidin-4-yl)morpholine | HCID 11586699 | — |
| Reactant | HCID 178471550 | HCID 178471550 | — |
| Catalyst | Palladium(2+) chloride phenylmethanide--triphenylphosphane (1/1/1/2) | HCID 11007180 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-2-(4-ethoxy-4-oxo-butyl)-6-morpholinopyrimidine | HCID 22046909 | 33% |
Reaction Steps
A mixture of 4-ethoxy-4-oxo-butylzinc bromide (50 mL 0.5M in THF, 25 mmol), 2,4-dichloro-6-morpholinopyrimidine (4.68 g, 20.0 mmol) and trans-benzyl(chloro)bis(triphenylphosphine)palladium(II) (0.15 g, 0.2 mmol) in THF (total volume 80 mL) was stirred at 60° C. for 2 days. After routine workup, flash chromatography purification was performed to obtain 4-chloro-2-(4-ethoxy-4-oxo-butyl)-6-morpholinopyrimidine as a white solid (2.073 g, 6.60 mmol, 33.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07851466B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-93c9a307094541ecbd910489b5433f30 |
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| Source note | uspto-grants-2010_12 |
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