Uses
tert-Butyl 6-Aminopyridin-2-ylcarbamate is used in preparation of novel Macrocyclic Diacetylene compounds.Also, used in preparation of substituted Bicyclic Aza-Heterocycles and analogs as Sirtuin modulators.
Synthesis
2,6-diaminopyridine (5.00 g, 45.82 mmol) and di-tert-butyl dicarbonate ((Boc)2O) (10.99 g, 50.40 mmol) were used as raw materials and reacted in tetrahydrofuran (THF) (200 mL). 2,6-diaminopyridine was first dissolved in THF, followed by the addition of (Boc)2O, and the reaction was stirred for 12 h at room temperature. After completion of the reaction, the reaction mixture was poured into saturated aqueous sodium bicarbonate solution and the solid was collected by filtration. Purification was carried out by column chromatography (eluent ratio methanol: dichloromethane= 0.5:9.5) to give 5.2 g of 2-amino-6-(tert-butoxycarbonylamino)pyridine (compound j1) in 54% yield.
References
[1] Chemical Communications, 2008, # 35, p. 4126 - 4128
[2] Chemistry - A European Journal, 2001, vol. 7, # 13, p. 2798 - 2809
[3] Chemistry - A European Journal, 2007, vol. 13, # 19, p. 5466 - 5479
[4] Patent: KR2018/9249, 2018, A. Location in patent: Paragraph 0228; 0229
[5] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 13, p. 3493 - 3497
