N,N'-Dimethylethylenediamine → Tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)pyrazin-2-yl]-1,4-diazepane-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a mixture of tert-butyl 4-(6-bromopyrazin-2-yl)-1,4-diazepane-1-carboxylate (0.45 g, 1.26 mmol) and 6-chloro-1H-pyrazolo[4,3-c]pyridine (192 mg, 1.26 mmol) in dioxane (10 mL) was added CuI (19 mg, 0.1 mmol), N1,N2-dimethylethane-1,2-diamine (6.3 mmol, 0.55 g), K2CO3(3.78 mmol, 0.53 g). The reaction mixture was heated at 100° C., which was monitored by LCMS. After completion of the reaction, it was concentrated under reduced pressure. The crude material was purified by silica gel chromatography using petroleum ether/ethyl acetate (5% to 50%) as eluting solvents to afford tert-butyl 4-(6-(6-chloro-1H-pyrazolo[4,3-c]pyridin-1-yl)pyrazin-2-yl)-1,4-diazepane-1-carboxylate as yellow solid (0.4 g, 74%). MS (ESI) m/z: δ 430 [M+H]+.

Provenance & Evidence