HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046102Generated: October 25, 2026
Tetrahydrofuran → 1-(5-Bromopyrimidin-2-yl)ethan-1-one
https://huagongshe.com/reaction/1046102
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 5-Bromopyrimidine-2-carbonitrile | HCID 686546 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Product | 1-(5-Bromopyrimidin-2-yl)ethan-1-one | HCID 53488064 | 30.2% |
Reaction Steps
To a solution of 5-bromopyrimidine-2-carbonitrile (300 mg, 1.63 mmol) in THF (20 mL) was added MeMgBr (5.43 mL, 16.3 mmol) at −78° C. under nitrogen. The solution was stirred at −78° C. for 20 min., quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated to give an oil, which was purified by prep TLC (3:1 PE/EtOAc) to give 1-(5-bromopyrimidin-2-yl)ethanone (99 mg, yield 30.2%). 1H NMR (CDCl3): δ2.70 (s, 3H), 8.90 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569292B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-d3727f56287c4a5085a760fc8f17c612 |
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| Source note | uspto-grants-2013_10 |
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