HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514439Generated: November 1, 2026
Water → 1-(4-Chloro-butyl)-4-pyridin-3-yl-1H-pyrimidin-2-one
https://huagongshe.com/reaction/1514439
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Bromo-4-chlorobutane | HCID 81364 | — |
| Reactant | HCID 178517515 | HCID 178517515 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Chloro-butyl)-4-pyridin-3-yl-1H-pyrimidin-2-one | HCID 59242798 | 54% |
Reaction Steps
To a solution of 4-pyridin-3-yl-1H-pyrimidin-2-one (50 mg, 0.29 mmol) in dry DMF (11 ml), 60% NaH (15 mg, 0.37 mmol) was added portionwise under inert atmosphere. After heating the mixture at 100° C. for 1 hour, 1-bromo-4-chloro-butane (43 μl, 0.37 mmol) was added at room temperature and the mixture was stirred overnight. Water was added and the mixture extracted with diethyl ether to remove the dialkylated product and finally with ethyl acetate. Ethyl acetate was washed with brine, dried (Na2SO4) and evaporated to give 40 mg of the title compound as a solid (54% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08222266B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-eca353f8691d4b0386d952fae4abfbe8 |
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| Source note | uspto-grants-2012_07 |
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