Formaldehyde → N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-3-yl)imidazo[1,2-a]pyridine-3-carboxamide

Participants

Reaction Steps

To N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-3-yl)imidazo[1,2-a]pyridine-3-carboxamide (5 mg, 0.0094 mmol; prepared as in Example 59) in MeOH (4 mL) was added NaBH(OAc)3 (8.0 mg, 0.038 mmol), and HCHO (as a 35% aqueous solution) (15 mg, 0.19 mmol). The reaction mixture was stirred for 30 minutes then concentrated under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH/NH4OH 10:1:0.1) to provide the final product (3.2 mg). MS (ES+APCI) m/z=546 (M+H).

Provenance & Evidence