Category: 886372-63-0

Application of 886372-63-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 886372-63-0, name is 3-Amino-5-fluoro-6-methoxypyridine, molecular formula is C6H7FN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

NaHMDS (1.0M in THF; 1.279 mL, 1.279 mmol) was added to a solution of (¡À)-4-(5-(1-(tert-butyldimethylsilyloxy)propan-2-yl)-2-fluoropyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine (9f; 201.2 mg, 0.533 mmol) and 5-fluoro-6-methoxypyridin-3-amine (27; 91 mg, 0.640 mmol) in THF (5.0 mL) at 0 C, and the resulting solution was stirred at 0 C for 1.5 h. AdditionalNaHMDS (1.0M in THF; 0.300 mL, 0.300 mmol)was then added, and the resulting mixture was stirred at 0 C for 30 min. Excess NaHMDS was carefully quenched with saturated aqueous NH4Cl (5 mL), and the resulting mixture was partitioned between DCM (50 mL) and half-saturated aqueous NH4Cl (30 mL). The aqueous layer was extracted with DCM (30 mL), and the combined organic extracts were dried over sodium sulfate, filtered, and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 0-70% EtOAc/hexanes) furnished (¡À)-4-(5-(1-(tert-butyldimethylsilyloxy)propan-2-yl)-2-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine (241.0 mg, 0.482 mmol, 91% yield) as a yellow-orange solid.

According to the analysis of related databases, 886372-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lanman, Brian A.; Reed, Anthony B.; Cee, Victor J.; Hong, Fang-Tsao; Pettus, Liping H.; Wurz, Ryan P.; Andrews, Kristin L.; Jiang, Jian; McCarter, John D.; Mullady, Erin L.; San Miguel, Tisha; Subramanian, Raju; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Zalameda, Leeanne; Zhang, Nancy; Tasker, Andrew S.; Hughes, Paul E.; Norman, Mark H.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5630 – 5634;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 886372-63-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 886372-63-0 as follows.

To a solution of 5-fluoro-6-methoxypyridin-3-amine (0.100 g, 0.704 mmol) in acetone (1 mL) was added dropwise benzoyl isothiocyanate (0. 104 mL, 0.774 mmol). The reaction mixture was all owed to stir at room temperature for 3 h. The reaction mixture was diluted with water and EtOAc. The layers were separated and the organic layer was washed with brine, dried with sodium sulfate, and concentrated under reduced pressure to yield Intermediate 1-21 A (0.215 g, 0.704 mmol, 100 % yield): 1H NMR (400MHz, CDCl3) delta 12,48 (brs, 1H), 9.12 (br s, 1 H), 8,06 (d, 2.0 Hz, 1H ). 8.01 (dd, J=10.8, 2,2 Hz, 1H), 7.91 (d, J=1.1Hz, 1 H), 7.89 (d, J = 1 .5 Hz, 1H), 7.71-7.65 (m, 1H), 7.60-7.54 (m, 2H), 4,06 (s, 3H), LC-MS: method H, RT = 1.18 rnin. MS (ESI) m/z: 306.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,886372-63-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; FU, Qinghong; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (184 pag.)WO2018/13770; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem