Dimethylformamide dimethyl acetal → N-dimethylaminomethylene-5-ethyl-6-methoxy-2-methylnicotinamide

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Reaction Conditions

Reaction Steps

In a round bottom flask under a nitrogen atmosphere, 5-ethyl-6-methoxy-2-methyl-nicotinamide (60 mg, 0.309 mmol) is treated with dimethylformamide dimethylacetal (0.5 mL). The resulting mixture is stirred at 100° C. for 1.25 hr to give a yellow solution. LC/MS shows the complete consumption of the starting material. The reaction mixture is evaporated to give N-dimethylaminomethylene-5-ethyl-6-methoxy-2-methyl-nicotinamide directly as a cream solid that is used without purification. MS: m/e=250 (M+H); 1H NMR (CDCl3, δ, ppm): 8.57 (1H, s), 8.19 (1H, s), 5.77 (2H, s), 3.98 (3H, s), 3.19 (6H, s), 2.58 (3H, s), 2.56 (2H, q), 1.20 (3H, t).

Provenance & Evidence