Aniline → HCID 117988138, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl trifluoromethanesulfonate (100 mg) obtained in Step C of Example 12 in toluene (3 ml) were added aniline (0.075 mL), tris(dibenzylideneacetone)dipalladium (25.1 mg), 2-dicyclohexyl phosphino-2′,4′,6′-triisopropylbiphenyl (26.1 mg) and sodium tert-butoxide (132 mg), and the mixture was stirred under microwave irradiation at 100° C. for 1 hr. The reaction mixture was partitioned between water and ethyl acetate, and the organic layer was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane), and then HPLC (column: L-column2 ODS (trade name) 20 mmID×150 mmL, 5 μm, manufactured by Daicel Chemical Industries, mobile phase: water/acetonitrile (containing 10 mM ammonium carbonate)) to give the title compound (9.6 mg).

Provenance & Evidence