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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709814Generated: November 2, 2026

Water → 5-Bromo-2-chloro-4-isobutoxypyrimidine

https://huagongshe.com/reaction/709814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsobutanolHCID 6560—
ReactantSodium hydrideHCID 24758—
Reactant5-Bromo-2,4-dichloropyrimidineHCID 289973—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-2-chloro-4-isobutoxypyrimidineHCID 79075816—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under a nitrogen atmosphere, to a solution of 5-bromo-2,4-dichloropyrimidine (2.56 mL) and 2-methyl-1-propanol (1.85 mL) in THF (80 mL) was added 60% sodium hydride (960 mg) at 0° C., and the mixture was stirred at 0° C. for 1 hr. To the reaction mixture was added water at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give a crude product of the title compound (4.15 g) as a colorless oil. This compound was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-1943f8586e394d48b1c69ac2b34120eb
Source noteuspto-grants-2015_11