Cesium carbonate → tert-butyl (+/-)-6-hydroxy-4-(3-methyl-6-(6-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepane-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl 4-(3-bromo-6-(6-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-6-hydroxy-1,4-diazepane-1-carboxylate (244 mg, 0.38 mmol), 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane (194 mg, 1.53 mmol), Pd2 dba3 (174 mg, 0.19 mmol), Pcy3 (107 mg, 0.38 mmol), and Cs2CO3 (500 mg, 1.53 mmol) in 1,4-dioxane (10 mL) was heated in a microwave oven at 110° C. for 1.5 hour. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography using EtOAc/petroleum Ether (20%˜80%) as eluting solvents to afford tert-butyl(±)-6-hydroxy-4-(3-methyl-6-(6-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepane-1-carboxylate as a white solid (120 mg, 55%). MS (ESI) m/z: 573 [M+H]+.

Provenance & Evidence