Ethanone,1-(2-pyrimidinyl)-

Crystalline solid

l-(pyrimidin-2-yl)ethenone may be prepared as follows:A solution of pyrimidine-2-carbonitrile (75 g, 713.62 mmol) in THF (750 ml, 10 vol) was added dropwise to a solution of Methylmagnesium bromide (3.0M in diethylether) (357 ml, 1070.44 mmol) in THF (750 ml) at -5°C. The resulting yellow suspension/solution was stirred at OA solution of 2-cyano-pyrimidine (10.0 g, 95.2 mmol) in THF (100 mL) was cooled to -5 °C and treated with a 3 M solution of methyl magnesium bromide in THF (38.0 mL, 98.4 mmol). The reaction was stirred at 0 °C for two hours until completion was observed by TLC (chloroform/methanol, 9:1 ). The reaction mixture was poured in water; the pH was adjusted to 5-6 and the aqueous layer was extracted with ethyl acetate (3 x 150 mL). The combined organic layers were concentrated under reduced pressure and the crude compound was purified by column chromatography, eluting with chloroform to afford the target compound (6.5 g, 48percent).HPLC purity: 97.2percent (223 nm).Mass spectroscopy: (ESI +ve) 123.1 [M+H]

Molecular Weight:122.12
XLogP3:0.2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:122.048012819
Monoisotopic Mass:122.048012819
Topological Polar Surface Area:42.8
Heavy Atom Count:9
Complexity:108
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes