ChemicalBook--->CAS DataBase List--->905587-44-2

905587-44-2

905587-44-2 Structure

905587-44-2 Structure
IdentificationBack Directory
[Name]

1-(5-fluoropyriMidin-2-yl)ethanone
[CAS]

905587-44-2
[Synonyms]

1-(5-Fluoropyrimidin-2-yl)
2-Acetyl-5-fluoropyrimidine
1-(5-Fluoro-2-pyriMidyl)ethanone
1-(5-fluoropyriMidin-2-yl)ethanone
Ethanone, 1-(5-fluoro-2-pyrimidinyl)-
1-(5-fluoropyrimidin-2-yl)ethan-1-one
[EINECS(EC#)]

919-233-2
[Molecular Formula]

C6H5FN2O
[MDL Number]

MFCD18205684
[MOL File]

905587-44-2.mol
[Molecular Weight]

140.12
Chemical PropertiesBack Directory
[Boiling point ]

259.5±32.0 °C(Predicted)
[density ]

1?+-.0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

-2.13±0.22(Predicted)
Spectrum DetailBack Directory
[Spectrum Detail]

1-(5-fluoropyriMidin-2-yl)ethanone(905587-44-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methylmagnesium Bromide

75-16-1

5-Fluoro-2-pyrimidinecarbonitrile

38275-55-7

1-(5-fluoropyriMidin-2-yl)ethanone

905587-44-2

Method 5; Synthesis of 1-(5-fluoropyrimidin-2-yl)ethanone; To a round-bottomed flask containing 5-fluoropyrimidine-2-carbonitrile (Method 6, 1.50 g, 12.19 mmol) was added anhydrous tetrahydrofuran (30 mL) under nitrogen protection. The reaction system was cooled to 0 °C and methylmagnesium bromide solution (4.90 mL, 3.0 M ether solution, 14.62 mmol) was added slowly and dropwise. After keeping the reaction at 0 °C for 2 h, the reaction mixture was quenched with ice water and extracted with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated to dryness under reduced pressure to afford the title compound as an oil (0.778 g, 46% yield).GC-MS showed molecular ion peaks m/z 140 (M); 1H NMR (CDCl3) δ 8.65 (s, 2H), 2.65 (s, 3H).

[References]

[1] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 262 - 276
[2] Patent: WO2006/82392, 2006, A1. Location in patent: Page/Page column 120
[3] Patent: WO2007/49041, 2007, A1. Location in patent: Page/Page column 57
[4] Patent: WO2009/7753, 2009, A2. Location in patent: Page/Page column 57-58
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 5, p. 1376 - 1381
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