Ethyl Methanesulfonate → 4-[(5-Chloro-2-pyridinyl)methoxy]-1-(4-{[(3R)-1-ethyl-3-pyrrolidinyl]-oxy}phenyl)-1H-pyridin-2-one

温度

80 °C

Ethyl methanesulfonate (0.45 mL) was added to acetonitrile solution of 4-[(5-chloro-2-pyridinyl)methoxy]-1-(4-{[(3R)-3-pyrrolidinyl]oxy}phenyl)-1H-pyridin-2-one (1.65 g, Example 122), and stirred at 80° C. for 2 hours. Additional ethyl methanesulfonate (0.45 mL) was added and stirred at 80° C. for further 2 hours, followed by cooling to room temperature. Chloroform was added to the reaction liquid which then was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine, and dried over anhydrous potassium carbonate. Concentrating the solvent under reduced pressure, the residue was purified on silica gel column chromatography (C-300; methanol:chloroform=1:100-1:10-1:4). The residue was crystallized from mixed solvent of ethyl acetate and heptane to provide the title compound (660 mg).

1. stirringstirred at 80° C. for further 2 hours
2. temperatureby cooling to room temperature
3. washthen was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine
4. dry with materialdried over anhydrous potassium carbonate
5. concentrationConcentrating the solvent under reduced pressure
6. customthe residue was purified on silica gel column chromatography (C-300; methanol:chloroform=1:100-1:10-1:4)
7. customThe residue was crystallized
8. additionfrom mixed solvent of ethyl acetate and heptane

ORDレコード

ord-01d3e5beed11407cab04b5788599f5fc

出典データセット

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07732456B2