Ethanone, 1-(1-methyl-1H-pyrazol-5-yl)- (9CI)

Preparation 72 1-(1 -methyl- lH-pyrazol-5-yl)ethanone Iodomethane (4.68 mL, 74.8 mmol) was added to a stirred mixture of l-(lH-pyrazol-5- yl)ethanone (8.24g, 74.8 mmol) and potassium carbonate (20.58 g, 149 mmol) in acetonitrile (50 mL). The mixture was left to stir at rt for 3 days. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The crude product was purified using silica gel column chromatography (5: 1-2: 1 hexane/ethyl acetate, linear gradient) to afford 1 -(1 -methyl- 1H- pyrazol-5-yl)ethanone (1.20 g, 9.67 mmol, 13 percent yield) (less polar component, first to elute) and 1-(1 -methyl- lH-pyrazol-3-yl)ethanone (5.40 g, 43.5 mmol, 58 percent yield) (more polar component, second to elute). Data for 1-(1 -methyl- lH-pyrazol-5-yl)ethanone :

Molecular Weight:124.14
XLogP3:0.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:124.063662883
Monoisotopic Mass:124.063662883
Topological Polar Surface Area:34.9
Heavy Atom Count:9
Complexity:124
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes