Triethylamine → 5-[6-Fluoro-3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

Participants

Reaction Conditions

Reaction Steps

70 mg (0.20 mmol) of the compound from example 40A were initially charged in dimethylformamide (5 ml), then 161 mg (0.993 mmol) of N,N-carbonyldiimidazole and 0.33 ml (2.38 mmol) of triethylamine were added and the mixture was stirred at 100° C. overnight. The reaction mixture was subsequently diluted with water and saturated aqueous sodium hydrogencarbonate solution and extracted twice with ethyl acetate. The collected organic phases were dried over sodium sulfate, filtered and concentrated by rotary evaporation. Preparative HPLC (eluent: acetonitrile-water with 0.1% formic acid gradient) of the residue gave 38 mg (48% of theory) of the desired title compound in solid form.

Provenance & Evidence