反应详情

温度

95 °C

(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)methanol (35B, 500 mg, 1.097 mmol), chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2′-4′-6′-tri-i-propyl-1,1′-biphenyl][2-(2-aminoethyl)phenyl]palladium(ii) (88 mg, 0.110 mmol), cesium carbonate (893 mg, 2.74 mmol) and (S)-1-(2-hydroxy-2-methyl-1-phenylpropyl)urea (21B, 343 mg, 1.645 mmol) were taken up in an oven dried 2 mL round bottom flask equipped with magnetic stir bar and degassed 3× under nitrogen. Anhydrous dioxane (8 ml) was added the reaction was degassed 3× under nitrogen and heated to 95° C. for 14 hours. The crude reaction mixture was diluted with 2 mL DCM and filtered a syringe filter. The filtrate was concentrated in vacuo and the residue was purified on silica gel, 5-50% EtOAc/DCM to provide (S)-1-(2-hydroxy-2-methyl-1-phenylpropyl)-3-(4-(hydroxymethyl)-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)urea (533 mg, 0.849 mmol, 77% yield). MS: [M+H]+ m/z 628.

1. customdried 2 mL round bottom flask
2. customequipped with magnetic stir bar
3. customdegassed 3× under nitrogen
4. additionAnhydrous dioxane (8 ml) was added the reaction
5. customwas degassed 3× under nitrogen
6. customThe crude reaction mixture
7. filtrationfiltered a syringe
8. filtrationfilter
9. concentrationThe filtrate was concentrated in vacuo
10. customthe residue was purified on silica gel, 5-50% EtOAc/DCM