Dimethylamine → 2-(Dimethylamino)-6-methylquinoline-3-carbaldehyde

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2-chloro-6-methoxyquinoline-3-carbaldehyde (1.0 g, 4.86 mmol) in dioxane (10 mL) in a 20 mL microwave vial equipped with a magnetic stirrer was added dimethylamine (40% in water, 6.1 mL, 48.6 mmol) and the reaction mixture was stirred for 45 min at 160° C. under microwave irradiation. After cooling to RT, the volatiles were removed at 40° C. under vacuum and the resulting yellow oil was taken back in CH2Cl2 (30 mL). The organic layer was washed with water (3×20 mL), brine (20 mL), dried over Na2SO4, filtered and concentrated under vacuum to give 2-(dimethylamino)-6-methylquinoline-3-carbaldehyde RBO 35148 as a yellow oil (988 mg, 95% yield).

Provenance & Evidence