2-Fluoro-6-methoxybenzaldehyde → 5-(3-(1-(2-fluoro-6-methoxybenzyl)piperidin-3-yl)-1H-pyrazol-1-yl)-3-(pyridin-4-yl)-1H-indazole

Participants

Reaction Steps

To tert-butyl 3-(1-(3-(pyridin-4-yl)-1H-indazol-5-yl)-1H-pyrazol-3-yl)piperidine-1-carboxylate (30 mg, 0.09 mmol) in THF (2 mL) were added 2-fluoro-6-methoxybenzaldehyde (20 mg, 0.13 mmol) and sodium triacetoxyborohydride (30 mg, 0.14 mmol). After 3 h, the reaction mixture was quenched with saturated NaHCO3 and extracted with EtOAc. After concentration, crude mixture was column purified with mixture of methanol, dichloromethane and ammonia to give 5-(3-(1-(2-fluoro-6-methoxybenzyl)piperidin-3-yl)-1H-pyrazol-1-yl)-3-(pyridin-4-yl)-1H-indazole (37 mg).

Provenance & Evidence