Sodium borohydride → HCID 21075788, compound

Participants

Reaction Steps

A solution of N-(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)(3-methylbutylidene)amine (1.28 g, 4.13 mmol) in 25 mL of methanol was treated with NaBH4 (0.47 g, 12.39 mmol). After 1 h, the reaction was quenched with saturated NH4Cl solution and the mixture was concentrated under reduced pressure. The residue was partitioned between CHCl3 and saturated NaHCO3 solution and the phases were separated The organic portion was washed with water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure to yield N-(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)(3-methylbutyl)amine (1.24 g) as a dark orange oil.

Provenance & Evidence