反应详情

温度

67 °C

A mixture of N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-(methylsulfonyl)pyrimidine-5-carboxamide (120mg, 0.32mmol), imidazo[1,2-a]pyridine-2-methanol (48mg, 0.32 mmol) and potassium carbonate (44 mg, 0.32 mmol) in THF (5 mL) was heated to 67° C. for 3.5 h. The mixture was cooled to room temperature and partitioned between DCM and water and the layers separated. The aqueous layer was extracted with DCM and the combined organic extracts dried (MgSO4), filtered and concentrated at reduced pressure to give a yellow oil. This material was purified by silica column chromatography, eluting with a gradient of 0 to 8% methanol in DCM to give the title compound as a white solid (33 mg, 23%); NMR Spectrum: (DMSOd6) 0.57 (m, 2H), 0.67 (m, 2H), 2.27 (s, 3H), 2.83 (m, 1H), 5.70 (s, 2H), 7.26 (t, 1H), 7.35 (d, 1H), 7.66 (m, 2H), 7.78 (d, 1H), 7.83 (d, 1H), 8.30 (s, 1H), 8.38 (d, 1H), 8.75 (d, 1H), 9.17 (s, 2H), 10.16 (s, 1H); Mass Spectrum: M−H− 441, M+H+ 443.

1. temperatureThe mixture was cooled to room temperature
2. custompartitioned between DCM and water
3. customthe layers separated
4. extractionThe aqueous layer was extracted with DCM
5. dry with materialthe combined organic extracts dried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated at reduced pressure
8. customto give a yellow oil
9. customThis material was purified by silica column chromatography
10. washeluting with a gradient of 0 to 8% methanol in DCM