2-amino-N,N-dimethylacetamide

Uses

Glycine dimethylamide is used as pharmaceutical intermediate.

Synthesis

GENERAL STEPS: This procedure was used for the synthesis of 2-amino-N,N-dimethylacetamide (compound 11a). To a solution of benzyl (2-(dimethylamino)-2-oxoethyl)carbamate (compound 10a, 170 mg, 0.77 mmol) in methanol (10 mL) was added 10% Pd/C catalyst. The reaction was hydrogenated at room temperature and atmospheric pressure for 3 hours. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated and dried to give 2-amino-N,N-dimethylacetamide as an oily product. The reaction process was monitored by TLC. Due to product stability considerations, the resulting amine was used directly in the subsequent reaction. The yield was 97%.

References

[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 3, p. 1285 - 1297
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 16, p. 2715 - 2718
[3] Chemical Communications, 2016, vol. 52, # 43, p. 7043 - 7046