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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isobutanol | HCID 6560 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-2-chloro-4-isobutoxypyrimidine | HCID 79075816 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181186B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-1943f8586e394d48b1c69ac2b34120eb |
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| Source note | uspto-grants-2015_11 |
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