Sodium Carbonate → HCID 86707170, compound

Participants

Reaction Steps

A suspension of tert-butyl 4-(6-(6-chloro-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-6-methoxy-6-methyl-1,4-diazepane-1-carboxylate (420 mg, 0.89 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (173 mg, 0.89 mmol), Pd(dppf)Cl2 (65 mg, 0.089 mmol), and a solution of Na2CO3 (2.0 M, 0.9 mL) in 1,4-dioxane (15 mL) under argon in a sealed vial was heated in a microwave oven at 120° C. for 1 hour. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography petroleum ether:EtOAc (3:1˜1:1) as eluting solvents to afford tert-butyl 4-(6-(6-(1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-6-methoxy-6-methyl-1,4-diazepane-1-carboxylate as a yellow solid (283 mg, 63%). MS (ESI) m/z: 505 [M+H]+.

Provenance & Evidence