Water → HCID 89714538, compound

Participants

Reaction Conditions

Reaction Steps

170 mg (353.83 μmol) of trifluoromethanesulfonic acid 6-ethyl-8,8-dimethyl-2-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-5-oxo-5,6,7,8-tetrahydro-9-oxa-1,3,6-triazabenzocyclohepten-4-yl ester and 90.16 mg (389.21 μmol) of 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridin-2-ylamine are dissolved in 3 ml of dioxane in a microwave tube. 150.21 mg (707.66 μmol) of tripotassium phosphate and 1 ml of water are added The solution is purged with argon. Finally, 24.84 mg (35.38 μmol) of bis(triphenylphosphine)palladium(II) chloride are added and the mixture is heated in a Biotage microwave machine for 15 minutes at 100° C. The reaction mixture is diluted in ethyl acetate and washed with water and then with saturated NaCl solution. The precipitate present in the organic phase is filtered off to give 120 mg of 4-(6-aminopyridin-3-yl)-6-ethyl-8,8-dimethyl-2-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-7,8-dihydro-6H-9-oxa-1,3,6-triazabenzocyclohepten-5-one.

Provenance & Evidence