Cyanogen Bromide → 7-(3,5-dimethylisoxazol-4-yl)-8-methoxy-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-imidazo[4,5-c]quinolin-2-amine

Participants

Reaction Steps

7-(3,5-Dimethylisoxazol-4-yl)-6-methoxy-N4-((tetrahydro-2H-pyran-4-yl)methyl)quinoline-3,4-diamine (for a preparation see Intermediate 17) (32 mg, 0.084 mmol) was dissolved in ethanol (3 ml) and cyanogen bromide (8.86 mg, 0.084 mmol) was added, then the mixture stirred overnight at room temperature. The reaction mixture was evaporated to dryness, the residue dissolved in DMSO (1 ml) and purified by MDAP (formate) to give 7-(3,5-dimethylisoxazol-4-yl)-8-methoxy-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-imidazo[4,5-c]quinolin-2-amine (4.5 mg, 0.011 mmol, 13.2% yield) as a yellow glass. LCMS (formate) Rt 0.65 min, MH+ 408

Provenance & Evidence