(4-fluorophenyl)methylurea

反応条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 6-chloro-3-cyclopropyl-1-trityl-1H-pyrazolo[4,3-c]pyridine (60 mg, 0.138 mmol), 1-(4-fluorobenzyl)urea (69 mg, 0.413 mmol), palladium(II) acetate (6 mg, 0.028 mmol), Xantphos (4,5-bis(diphenylphosphino)-9,9-dimethyxanthene, 24 mg, 0.041 mmol), and cesium carbonate (112 mg, 0.028 mmol) in dioxane (1 mL) was degassed and refilled with nitrogen (3 times) and then heated at 80° C. overnight. The mixture was diluted with dichloromethane (5 mL) and water (1 mL), and then was filtered through celite. The DCM layer was evaporated under reduced pressure and purified by column chromatography on silica gel (eluting with 0-30% EtOAc/hexanes) to give 1-(3-cyclopropyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(4-fluorobenzyl)urea (70 mg, 90% yield) as a clear-white film. MS ESI calc'd. for C36H30FN5O[M+1]+ 568, found 568. was degassed refilled with nitrogen (3 times) The mixture was diluted with dichloromethane (5 mL) and water (1 mL) was filtered through celite The DCM layer was evaporated under reduced pressure purified by column chromatography on silica gel (eluting with 0-30% EtOAc/hexanes)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Prepared as described in General Procedure 1 using dicyclohexyl carbamoyl chloride and 4-fluorobenzyl urea. Prepared

反応条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 6-chloro-3-cyclopropyl-1-trityl-1H-pyrazolo[4,3-c]pyridine (60 mg, 0.138 mmol), 1-(4-fluorobenzyl)urea (69 mg, 0.413 mmol), palladium(II) acetate (6 mg, 0.028 mmol), Xantphos (4,5-bis(diphenylphosphino)-9,9-dimethyxanthene, 24 mg, 0.041 mmol), and cesium carbonate (112 mg, 0.028 mmol) in dioxane (1 mL) was degassed and refilled with nitrogen (3 times) and then heated at 80° C. overnight. The mixture was diluted with dichloromethane (5 mL) and water (1 mL), and then was filtered through celite. The DCM layer was evaporated under reduced pressure and purified by column chromatography on silica gel (eluting with 0-30% EtOAc/hexanes) to give 1-(3-cyclopropyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(4-fluorobenzyl)urea (70 mg, 90% yield) as a clear-white film. MS ESI calc'd. for C36H30FN5O[M+1]+ 568, found 568. was degassed refilled with nitrogen (3 times) The mixture was diluted with dichloromethane (5 mL) and water (1 mL) was filtered through celite The DCM layer was evaporated under reduced pressure purified by column chromatography on silica gel (eluting with 0-30% EtOAc/hexanes)