Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | 5-Bromopyrimidine-2-carbonitrile | HCID 686546 | — |
| Edukt | HCID 178418573 | HCID 178418573 | — |
| Produkt | 1-(5-Bromopyrimidin-2-yl)ethan-1-one | HCID 53488064 | 61% |
Reaktionsschritte
To a solution of 5-bromopyrimidine-2-carbonitrile (221 mg, 1.2 mmol) in THF (10 ml) was added methylmagnesium bromide (3.0 ml, 4.20 mmol, 1.4 molar, THF) at −78° C. under nitrogen. The solution was stirred at −78° C. for 3.5 hours, and then quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated. The reaction was purified by column chromatography on silica gel (petroleum ether: EtOAc=1:0 to 0:1) to afford 1-(5-bromopyrimidin-2-yl)ethanone (1.55 mg, 61% yield). 1H NMR (CDCl3 500 MHz): δ 9.00 (s, 2H), 2.80 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09108938B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-71a37e665ded4f3a9f8e1cbfe2daea43 |
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| Quellennotiz | uspto-grants-2015_08 |
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