Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1824-81-3, name is 2-Amino-6-picoline. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Amino-6-picoline
Preparation Example 1(compound 5 and compound 13):; [Show Image] Step A Commercially available 2 amino-6-picoline (10.8 g, 100 mmol) was treated with a solution of di-tert-butyl dicarbonate (26.2 g. 120 mmol) in dichloromethane (100 mL). The solvent was removed in vacuo and the residue was heated at ?70 C in a sand bath overnight. The mixture was diluted with ethyl acetate (150 mL) and the organic phase washed with 10 % citric acid solution (70 mL), saturated sodium bicarbonate (70 mL) and brine (70 mL). The organic phase was separated, dried over Na2SO4, filtered and the solvents were removed. The residue was purified by chromatography on silica using ethyl acetate/petrolether (10/90) to elute excess reagent, followed by ethylacetate/petrolether (20/80) to afford the desired compound as a colorless oil, which becomes a white solid by standing at room temperature (19 g, 91 %). 1H-NMR (400 MHz, CDCl3): d = 1.53 (s, 9H), 2.44 (s, 3H), 6.82 (d, 1H), 7.27 (br-s, 1H), 7.55 (t, 1H), 7.72 (d, 1H)
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Reference:
Patent; AC Immune S.A.; EP2311823; (2011); A1;,
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