Acetic Acid → 5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide acetate

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Reaction Steps

11.1 g (41.07 mmol) of 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile (example 10A) was added to 2.22 g (41.07 mmol) of sodium methanolate in methanol (270 ml) and stirred for 2 h at RT. Then 2.64 g (49.29 mmol) of ammonium chloride and acetic acid (9.17 ml) were added and it was heated under reflux overnight. Then the reaction mixture was evaporated to dryness and the residue was taken up in water (100 ml) and ethyl acetate (100 ml) and was adjusted to pH 10 with 2N sodium hydroxide solution. It was stirred vigorously for approx. 1 h at RT. The suspension obtained was filtered with suction and was washed with ethyl acetate (100 ml), water (100 ml) and again with ethyl acetate (100 ml). The residue is dried over phosphorus pentoxide under high vacuum.

Provenance & Evidence