Uses
2-Amino-N-methylacetamide is an intermediate used to prepare macrocyclic hydroxamic acids that inhibit tumor necrosis factor α. It is also used to synthesize 2-[(arylalkyl)amino]alkanamide derivatives with anticonvulsant activities.
Synthesis
Tert-butyl N-[(methylcarbamoyl)methyl]carbamate (300 mg, 1.59 mmol, 1.00 eq.) was dissolved in dichloromethane (5 mL), hydrochloric acid (1.2 mL) was added, and the reaction was stirred for 4 hours at room temperature. After completion of the reaction, the mixture was concentrated under vacuum to give 2-amino-N-methylacetamide hydrochloride (185 mg), the product was a colorless oil. Mass spectrum (MS): m/z 89 (M + H)+. Nuclear magnetic resonance hydrogen spectrum (1H NMR, 300 MHz, CDCl3): δ 8.45 (br s, 1H), 8.19 (s, 3H), 3.50 (d, 2H), 2.65 (d, 3H).
References
[1] Journal of the American Chemical Society, 1992, vol. 114, # 12, p. 4834 - 4843
[2] Journal de Chimie Physique et de Physico-Chimie Biologique, 1988, vol. 85, # 5, p. 583 - 588
[3] Patent: WO2013/106535, 2013, A1. Location in patent: Paragraph 00571
