Sarcosine methyl ester → Methyl 6-((2-methoxy-2-oxoethyl)(methyl)amino)-5-nitronicotinate

Participants

Reaction Steps

Methyl 6-chloro-5-nitronicotinate (2.0 g, 9.23 mmol) was added to methyl 2-(methylamino)acetate (1.9 g, 18.47 mmol) neat while stirring at room temperature. The viscous yellow reaction was heated to 90° C. for one hour and then allowed to cool back to room temperature. The reaction was diluted with dichloromethane (20 mL) and purified using flash column chromatography (220 g SiO2, 20-30% gradient, ethyl acetate in hexanes) to yield 2.60 g (99% yield) of the title compound as a yellow oil. [M+H] calc'd for C, 11; H, 13; N, 3; O, 6, 284; found, 284.

Provenance & Evidence