Formaldehyde → Dichloromethane methanol ammonium hydroxide

Participants

Reaction Steps

To N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-((3R,4R)-4-hydroxypyrrolidin-3-yloxy)imidazo[1,2-a]pyridine-3-carboxamide (11 mg, 0.022 mmol; prepared as in Example 33) in MeOH/DCM (1 mL/0.5 mL) was added NaBH(OAc)3 (23 mg, 0.11 mmol) and HCHO (as a 35% aqueous solution) (6.5 mg, 0.22 mmol). The reaction mixture was stirred for 30 minutes and then concentrated under reduced pressure. Silica gel chromatography (DCM/MeOH/NH4OH 10:1:0.1) provided the desired product (3 mg). MS (ES+APCI) m/z=526 (M+H).

Provenance & Evidence