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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409085Generated: November 1, 2026

Diethyl Ether → 2,5-Dichloro-4-methoxypyrimidine

https://huagongshe.com/reaction/2409085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product2,5-Dichloro-4-methoxypyrimidineHCID 49761746—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a 250 mL round bottom flask equipped with a stir bar was added 2,4,5-trichloro-pyrimidine (1 g), and diethyl ether (15 mL). The mixture was cooled to 0° C. in an ice bath and then 1 equivalent of sodium methoxide in methanol (prepared from reacting 120 mg of sodium with 4 mL of methanol at room temperature) was slowly added. The reaction was stirred over night at room temperature and checked by LCMS. The white precipitate was filtered and the solid washed with cold methanol. After drying, 0.98 g of pure 2,5-dichloro-4-methoxypyrimidine was obtained and this material was used without further purification. 1H-NMR (DMSO): δ 8.61 (s, 1H), 4.05 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815882B2
Source datasetuspto-grants-2014_08
ORD IDord-af31d1a49a5245ad9e9fa11888135c1d
Source noteuspto-grants-2014_08