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. 54221-96-4, name is 6-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Methoxypicolinaldehyde
A solution of 2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine (49a, 0.730 g, 2.75mmol) in THF (12.5 mL) was treated with nBuLi (1.15 mL, 2.88 mmol) at 0 °C andstirred for 15-20 mm. To this solution was added 6-methoxypicolinaldehyde (0.343 g, 2.50 mmol). After 1 h, the reaction mixture was extracted from water with EtOAc, concentrated and used as is as the title compound (51b, 1.006 g, 2.500 mmol, contaminated with pyridin-3y1 regioisomer); To a solution of (2,6-bis(2,5-dimethyl- 1H-pyrrol- 1 -yl)pyridin-4-yl)(6-methoxypyridin-2-yl)methanol (51b, 1.006 g, 2.5 mmol) in DCM (12.5 mL) was added acetic anhydride (0.283 mL, 3.00 mmol), DMAP (0.03 1 g, 0.25 mmol) and Et3N (0.418 mL, 3.00 mmol), and the reaction mixture was allowed to stir overnight. The reaction mixture was partitioned between sat aq NaHCO3 and EtOAc. The organics were concentrated, and the residue was purified by silica gel chromatography to furnish thetitle compound (51c, 0.638 g, 1.43 mmol, contaminated with pyridin-3y1 regioisomer); To a solution of (2,6-bis(2,5-dimethyl- 1H-pyrrol- 1 -yl)pyridin-4-yl)(6- methoxypyridin-2-yl)methylacetated (51c, 0.638 g, 1.43 mmol) in THF (14.4 mL) under argon was added 1PrOH (0.166 mL, 2.15 mmol) and Sm12 (57.4 mL, 5.74 mmol), and thereaction mixture was stirred overnight. The reaction mixture was partitioned between brine and EtOAc. The organic layer was concentrated, and the residue was purified by silica gel chromatography to furnish the title compound (51d, 0.448 g, 1.159 mmol, contaminated with pyridin-3y1 regioisomer). MS(ESI) m/z 387.1 (M+H).
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Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHAW, Scott, A.; SMALLHEER, Joanne, M.; (108 pag.)WO2017/40451; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem