2,2-Dimethoxypropane → HCID 21075800, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-amine (17.6 g, 57.7 mmol) in 160 mL of acetonitrile and 40 mL of glacial acetic acid was treated with 2,2-dimethoxypropane (35.5 mL, 288 mmol). The reaction mixture was heated to 100° C. under an atmosphere of nitrogen. After 16 h, the reaction was cooled to ambient temperature and concentrated under reduced pressure to yield a brown oil. The oil was dissolved in CHCl3 (200 mL). The CHCl3 solution was washed with saturated NaHCO3 solution (2×50 mL), water (50 mL) and brine (50 mL). The organic portion was then dried over Na2SO4, filtered and concentrated under reduced pressure to yield 18.4 g of N-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)isopropylideneamine as a red/brown foam.

Provenance & Evidence