HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575723Generated: October 30, 2026
Ethyl Acetate → 5-Bromo-1-(cyclopropylmethyl)-3-methylpyridin-2-one
https://huagongshe.com/reaction/575723
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | HCID 178422464 | HCID 178422464 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-1-(cyclopropylmethyl)-3-methylpyridin-2-one | HCID 81422092 | 66% |
Reaction Steps
Potassium carbonate (1.32 g, 9.57 mmol) was added to 5-bromo-3-methyl-2-hydroxypyridine (600 mg, 3.19 mmol) and bromomethylcyclopropane (861 mg, 6.38 mmol) in DMF (6 mL). After heating at 70° C. for 3 h, EA extractive work up and silca gel chromatography (PE:EA=30:110:1), the title compound (510 mg, yield: 66.0%) was obtained as a white solid. 1H NMR: (CDCl3, 400 MHz) δ: 7.39 (d, J=2.0 Hz, 1H), 7.26 (d, J=2.0 Hz, 1H), 3.77 (d, J=6.8 Hz, 2H), 2.15 (s, 3H), 0.65-0.60 (m, 2H), 0.40-0.37 (m, 2H). LCMS: 242.1; 244.1 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09034900B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-64dab73572c84a3f9958699ab69ef14b |
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| Source note | uspto-grants-2015_05 |
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