Application of Methyl 2-(Boc-amino)isonicotinate

The synthetic route of 639091-75-1 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate, the common compound, a new synthetic route is introduced below. Safety of Methyl 2-(Boc-amino)isonicotinate

Step 1. Preparation of methyl 2-[(tert-butoxycarbonyl(methyl)amino]isonicotinate A slurry of methyl 2-[(tert-butoxycarbonyl)amino]isonicotinate (5.0 g, 2.0E1 mmol) in DMF (75 mL) was cooled to ?0 C. (ice/NaCl) and treated with a 1.0 M solution of sodium hexamethyldisilazane in THF (24 mL, 24 mmol) dropwise over 25 min to afford a clear, yellow/brown solution. The reaction mixture was stirred for 30 min at 0 OC and treated with methyl iodide (1.4 mL, 22 mmol). The reaction mixture was stirred for 20 min, the cold bath was removed, and the reaction mixture stirred at rt for 2 h; HPLC/LC MS indicated complete conversion to product. The reaction mixture was cooled to ?0 C. and the reaction was quenched by the addition of saturated aqueous NH4Cl (25 mL). The mixture was allowed to warm to rt and was extracted with Et2O (3*50 mL). The combined organics were washed with saturated aqueous NaHCO3 (1*50 mL) and 10% aqueous LiCl (2*50 mL), dried (Na2SO4), and concentrated in vacuo to afford a bright yellow oil with precipitate. The crude material was further dried on high vacuum overnight to afford the crude title compound as a light colored solid/yellow oil (5.29 g). MS (ESI+) for C13H18N2O4LC m/z 267.1 (M+H)+; HPLC retention time: 3.78 min (Method B).

The synthetic route of 639091-75-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXITHERA PHARMACEUTICALS INC.; Chrusciel, Robert A.; Gadwood, Robert C.; Hayward, Neil J.; Melnick, Michael J.; Navia, Manuel A.; Poel, Toni J.; Stassen, Frans L.; Stewart, Catherine A.; US2015/225389; (2015); A1;,
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