HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891013Generated: October 30, 2026
1,2-Dimethoxyethane → 4-Chloro-6-(2-methoxyphenyl)pyrimidine
https://huagongshe.com/reaction/1891013
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Methoxyphenylboronic acid | HCID 2733958 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Chloro-6-(2-methoxyphenyl)pyrimidine | HCID 15206835 | — |
Reaction Steps
A mixture of 4,6-dichloropyrimdine (0.98 g), 2-methoxy-benzeneboronic acid (1.0 g), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (11) (0.54 g), 1,2-dimethoxyethane (60 ml), sodium hydrogen carbonate (1.1 g) and water (20 ml) were heated together at 85° C. for 16 hours. The mixture was cooled to room temperature, diluted with ethyl acetate and the organic phase separated, dried over magnesium sulphate, filtered, evaporated, then purified by column chromatography (silica gel, ethyl acetate/petroleum ether), to give 4-Chloro-6-(2-methoxy-phenyl)-pyrimidine, 1.18 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507498B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-f5a258e002174a20a54ea6b81005f8e5 |
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| Source note | uspto-grants-2013_08 |
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